ID: ALA447330

Max Phase: Preclinical

Molecular Formula: C33H27BrN4O10

Molecular Weight: 719.50

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C1c2c(c3c4ccc(O)cc4n(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)c3c3[nH]c4cc(O)ccc4c23)C(=O)N1NCc1ccc(Br)cc1

Standard InChI:  InChI=1S/C33H27BrN4O10/c34-14-3-1-13(2-4-14)11-35-37-31(45)24-22-17-7-5-15(40)9-19(17)36-26(22)27-23(25(24)32(37)46)18-8-6-16(41)10-20(18)38(27)48-33-30(44)29(43)28(42)21(12-39)47-33/h1-10,21,28-30,33,35-36,39-44H,11-12H2/t21-,28-,29+,30-,33+/m1/s1

Standard InChI Key:  MCESCZGPCRHNSV-OJSVXGLKSA-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: 719.50

Molecular Weight (Monoisotopic): 718.0911

AlogP: 2.13

#Rotatable Bonds: 6

Polar Surface Area: 209.97

Molecular Species: NEUTRAL

HBA: 12

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.75

CX Basic pKa: 2.78

CX LogP: 2.03

CX LogD: 2.01

Aromatic Rings: 6

Heavy Atoms: 48

QED Weighted: 0.12

Np Likeness Score: 0.64

References

1. Sunami S, Nishimura T, Nishimura I, Ito S, Arakawa H, Ohkubo M..  (2009)  Synthesis and biological activities of topoisomerase I inhibitors, 6-arylmethylamino analogues of edotecarin.,  52  (10): [PMID:19397324] [10.1021/jm801641t]

Source

Source(1):

• Scientific Literature