ID: ALA3819611

Max Phase: Preclinical

Molecular Formula: C37H34ClNO12S3

Molecular Weight: 779.87

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)COC(=O)c1ccc(-c2cssc2=S)cc1)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1.Cl

Standard InChI:  InChI=1S/C37H33NO12S3.ClH/c1-15-30(40)21(38)10-25(49-15)50-23-12-37(46,24(39)13-48-35(45)17-8-6-16(7-9-17)20-14-52-53-36(20)51)11-19-27(23)34(44)29-28(32(19)42)31(41)18-4-3-5-22(47-2)26(18)33(29)43;/h3-9,14-15,21,23,25,30,40,42,44,46H,10-13,38H2,1-2H3;1H/t15-,21-,23-,25-,30+,37-;/m0./s1

Standard InChI Key:  OMVGDRPACFDLSV-OCZPVNOYSA-N

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

Properties

Molecular Weight: 779.87

Molecular Weight (Monoisotopic): 779.1165

AlogP: 4.39

#Rotatable Bonds: 8

Polar Surface Area: 212.14

Molecular Species: BASE

HBA: 16

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.00

CX Basic pKa: 9.03

CX LogP: 4.79

CX LogD: 4.36

Aromatic Rings: 4

Heavy Atoms: 53

QED Weighted: 0.06

Np Likeness Score: 1.11

References

1. Chegaev K, Rolando B, Cortese D, Gazzano E, Buondonno I, Lazzarato L, Fanelli M, Hattinger CM, Serra M, Riganti C, Fruttero R, Ghigo D, Gasco A..  (2016)  H2S-Donating Doxorubicins May Overcome Cardiotoxicity and Multidrug Resistance.,  59  (10): [PMID:27120394] [10.1021/acs.jmedchem.6b00184]

Source

Source(1):

• Scientific Literature