ID: ALA2074762

Max Phase: Preclinical

Molecular Formula: C42H67Cl2N3O7S

Molecular Weight: 828.98

Molecule Type: Small molecule

Representations

Synonyms (1): Chlorambucil-taurocholate
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(CCC(=O)NCCS(=O)(=O)O)C1CC[C@H]2[C@@H]3CC[C@@H]4C[C@@H](OCCNC(=O)CCCc5ccc(N(CCCl)CCCl)cc5)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C

Standard InChI:  InChI=1S/C42H67Cl2N3O7S/c1-29(7-16-40(50)46-22-26-55(51,52)53)35-14-15-36-34-13-10-31-27-33(17-18-41(31,2)37(34)28-38(48)42(35,36)3)54-25-21-45-39(49)6-4-5-30-8-11-32(12-9-30)47(23-19-43)24-20-44/h8-9,11-12,29,31,33-38,48H,4-7,10,13-28H2,1-3H3,(H,45,49)(H,46,50)(H,51,52,53)/t29?,31-,33+,34+,35?,36+,37+,38+,41+,42-/m1/s1

Standard InChI Key:  NXUMPCNHCFUSHW-KHWJWLOASA-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: 828.98

Molecular Weight (Monoisotopic): 827.4077

AlogP: 6.84

#Rotatable Bonds: 20

Polar Surface Area: 145.27

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -1.02

CX Basic pKa: 1.72

CX LogP: 4.92

CX LogD: 3.68

Aromatic Rings: 1

Heavy Atoms: 55

QED Weighted: 0.06

Np Likeness Score: 0.93

References

1. Kullak-Ublick GA, Glasa J, Böker C, Oswald M, Grützner U, Hagenbuch B, Stieger B, Meier PJ, Beuers U, Kramer W, Wess G, Paumgartner G..  (1997)  Chlorambucil-taurocholate is transported by bile acid carriers expressed in human hepatocellular carcinomas.,  113  (1): [PMID:9322525] [10.1053/gast.1997.v113.pm9322525]

Source

Source(1):

• TP-search Transporter Database