8-O-methylsclerotiorinamine

ID: ALA487793

Chembl Id: CHEMBL487793

PubChem CID: 9822467

Max Phase: Preclinical

Molecular Formula: C22H26ClNO4

Molecular Weight: 403.91

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 8-O-Methylsclerotiorinamine | 8-O-methylsclerotiorinamine|CHEMBL487793|[(7R)-5-chloro-3-[(1E,3E)-3,5-dimethylhepta-1,3-dienyl]-8-methoxy-7-methyl-6-oxoisoquinolin-7-yl] acetate|CHEBI:224891|BDBM50241558

Canonical SMILES:  CCC(C)/C=C(C)/C=C/c1cc2c(cn1)=C(OC)[C@@](C)(OC(C)=O)C(=O)C=2Cl

Standard InChI:  InChI=1S/C22H26ClNO4/c1-7-13(2)10-14(3)8-9-16-11-17-18(12-24-16)21(27-6)22(5,28-15(4)25)20(26)19(17)23/h8-13H,7H2,1-6H3/b9-8+,14-10+/t13?,22-/m0/s1

Standard InChI Key:  XEYGOCHZSYIFRN-BEFCGSBYSA-N

Alternative Forms

1. Parent:

   

   ALA487793

   8-O-methylsclerotiorinamine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 403.91

Molecular Weight (Monoisotopic): 403.1550

AlogP: 3.09

#Rotatable Bonds: 6

Polar Surface Area: 65.49

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.70

CX LogP: 3.46

CX LogD: 3.46

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: 1.97

References

1. Nam JY, Kim HK, Kwon JY, Han MY, Son KH, Lee UC, Choi JD, Kwon BM..  (2000)  8-O-Methylsclerotiorinamine, antagonist of the Grb2-SH2 domain, isolated from Penicillium multicolor.,  63  (9): [PMID:11000046] [10.1021/np0001169]

Source

Source(1):

• Scientific Literature