ChemFOnt: Showing chemical card for (1S,2S,10R,12S,13S,15S)-12-Cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4(9),5,7-triene-15-carboxylic acid (CFc000235311)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:06:54 UTC

Chemfont ID

CFc000235311

Molecule Identification

Common Name

(1S,2S,10R,12S,13S,15S)-12-Cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4(9),5,7-triene-15-carboxylic acid

Definition

Quinocarmycin analog, also known as DX-52-1, belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives. Based on a literature review a small amount of articles have been published on Quinocarmycin analog.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
DX-52-1	MeSH
DX 52-1	MeSH

Chemical Formula

C₁₉H₂₃N₃O₄

Average Molecular Weight

357.41

Monoisotopic Molecular Weight

357.168856233

IUPAC Name

12-cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.0^{2,11}.0^{4,9}]hexadeca-4(9),5,7-triene-15-carboxylic acid

Traditional Name

12-cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.0^{2,11}.0^{4,9}]hexadeca-4(9),5,7-triene-15-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC=CC2=C1C(CO)N1C(C2)C2C(CC(C1C#N)N2C)C(O)=O

InChI Identifier

InChI=1S/C19H23N3O4/c1-21-12-7-11(19(24)25)18(21)13-6-10-4-3-5-16(26-2)17(10)15(9-23)22(13)14(12)8-20/h3-5,11-15,18,23H,6-7,9H2,1-2H3,(H,24,25)

InChI Key

YGWHMSNGVVTUIT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydroisoquinolines

Sub Class

Not Available

Direct Parent

Tetrahydroisoquinolines

Alternative Parents

Substituents

Tetrahydroisoquinoline
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Anisole
Azepane
Aralkylamine
N-alkylpiperazine
N-methylpiperazine
Alkyl aryl ether
Piperazine
1,4-diazinane
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Amino acid
Tertiary aliphatic amine
1,2-aminoalcohol
Tertiary amine
Alpha-aminonitrile
Amino acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Azacycle
Ether
Monocarboxylic acid or derivatives
Carbonitrile
Nitrile
Organic oxygen compound
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Amine
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	3.66 g/L	ALOGPS
logP	-0.05	ALOGPS
logP	-2	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.75	ChemAxon
pKa (Strongest Basic)	6.26	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	97.03 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	93.83 m³·mol⁻¹	ChemAxon
Polarizability	36.75 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0255786

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

109416

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122737

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (1S,2S,10R,12S,13S,15S)-12-Cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4(9),5,7-triene-15-carboxylic acid (CFc000235311)

MOL for CFc000235311 ((1S,2S,10R,12S,13S,15S)-12-Cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4(9),5,7-triene-15-carboxylic acid)

3D MOL for CFc000235311 ((1S,2S,10R,12S,13S,15S)-12-Cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4(9),5,7-triene-15-carboxylic acid)

3D SDF for CFc000235311 ((1S,2S,10R,12S,13S,15S)-12-Cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4(9),5,7-triene-15-carboxylic acid)

3D-SDF for CFc000235311 ((1S,2S,10R,12S,13S,15S)-12-Cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4(9),5,7-triene-15-carboxylic acid)

PDB for CFc000235311 ((1S,2S,10R,12S,13S,15S)-12-Cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4(9),5,7-triene-15-carboxylic acid)

3D PDB for CFc000235311 ((1S,2S,10R,12S,13S,15S)-12-Cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4(9),5,7-triene-15-carboxylic acid)

SMILES for CFc000235311 ((1S,2S,10R,12S,13S,15S)-12-Cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4(9),5,7-triene-15-carboxylic acid)

INCHI for CFc000235311 ((1S,2S,10R,12S,13S,15S)-12-Cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4(9),5,7-triene-15-carboxylic acid)

Structure for CFc000235311 ((1S,2S,10R,12S,13S,15S)-12-Cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4(9),5,7-triene-15-carboxylic acid)

3D Structure for CFc000235311 ((1S,2S,10R,12S,13S,15S)-12-Cyano-10-(hydroxymethyl)-8-methoxy-16-methyl-11,16-diazatetracyclo[11.2.1.02,11.04,9]hexadeca-4(9),5,7-triene-15-carboxylic acid)