ID: ALA282621

Max Phase: Preclinical

Molecular Formula: C44H43N3O17S

Molecular Weight: 917.90

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)Cc4ccccc4)[C@H]3SC2)C(O)C(C)O1

Standard InChI:  InChI=1S/C44H43N3O17S/c1-18-35(51)23(45-43(59)62-16-20-17-65-41-33(40(56)47(41)34(20)42(57)58)46-27(50)11-19-7-4-3-5-8-19)12-28(63-18)64-25-14-44(60,26(49)15-48)13-22-30(25)39(55)32-31(37(22)53)36(52)21-9-6-10-24(61-2)29(21)38(32)54/h3-10,18,23,25,28,33,35,41,48,51,53,55,60H,11-17H2,1-2H3,(H,45,59)(H,46,50)(H,57,58)/t18?,23?,25-,28?,33+,35?,41+,44-/m0/s1

Standard InChI Key:  HWVQUUNSELQYEV-BTMDZNLCSA-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: 917.90

Molecular Weight (Monoisotopic): 917.2313

AlogP: 0.75

#Rotatable Bonds: 12

Polar Surface Area: 305.09

Molecular Species: ACID

HBA: 17

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.36

CX Basic pKa:

CX LogP: 2.12

CX LogD: -1.38

Aromatic Rings: 3

Heavy Atoms: 65

QED Weighted: 0.07

Np Likeness Score: 0.98

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