ID: ALA282534

Max Phase: Preclinical

Molecular Formula: C41H43N3O19S

Molecular Weight: 913.86

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3OC1CC(NC(=O)OCC2=C(C(=O)O)N3C(=O)[C@@H](NC(=O)CCCC(=O)O)[C@H]3SC2)C(O)C(C)O1

Standard InChI:  InChI=1S/C41H43N3O19S/c1-15-32(50)19(42-40(58)61-13-16-14-64-38-30(37(55)44(38)31(16)39(56)57)43-23(47)7-4-8-24(48)49)9-25(62-15)63-21-11-41(59,22(46)12-45)10-18-27(21)36(54)29-28(34(18)52)33(51)17-5-3-6-20(60-2)26(17)35(29)53/h3,5-6,15,19,21,25,30,32,38,45,50,52,54,59H,4,7-14H2,1-2H3,(H,42,58)(H,43,47)(H,48,49)(H,56,57)/t15?,19?,21-,25?,30+,32?,38+,41-/m0/s1

Standard InChI Key:  DZQXSQKNHVQGJO-NGQGUZQNSA-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: 913.86

Molecular Weight (Monoisotopic): 913.2211

AlogP: -0.24

#Rotatable Bonds: 14

Polar Surface Area: 342.39

Molecular Species: ACID

HBA: 18

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.28

CX Basic pKa:

CX LogP: 0.56

CX LogD: -6.14

Aromatic Rings: 2

Heavy Atoms: 64

QED Weighted: 0.07

Np Likeness Score: 1.08

References

1. Vrudhula VM, Svensson HP, Senter PD..  (1995)  Cephalosporin derivatives of doxorubicin as prodrugs for activation by monoclonal antibody-beta-lactamase conjugates.,  38  (8): [PMID:7731023] [10.1021/jm00008a016]

2. Vrudhula VM, Svensson HP, Senter PD..  (1997)  Immunologically specific activation of a cephalosporin derivative of mitomycin C by monoclonal antibody beta-lactamase conjugates.,  40  (17): [PMID:9276025] [10.1021/jm970108y]

Source

Source(1):

• Scientific Literature