ID: ALA2106438

Max Phase: Unknown

Molecular Formula: C32H37Br2N5O8

Molecular Weight: 698.57

Molecule Type: Small molecule

Representations

Synonyms (3): Pibrozelesin hbr | Pibrozelesin hydrobromide | KW-2189
Synonyms from Alternative Forms(3):

Canonical SMILES:  Br.COC(=O)c1c(C)[nH]c2c(OC(=O)N3CCN(C)CC3)cc3c(c12)[C@H](CBr)CN3C(=O)c1cc2cc(OC)c(OC)c(OC)c2[nH]1

Standard InChI:  InChI=1S/C32H36BrN5O8.BrH/c1-16-23(31(40)45-6)25-24-18(14-33)15-38(20(24)13-21(27(25)34-16)46-32(41)37-9-7-36(2)8-10-37)30(39)19-11-17-12-22(42-3)28(43-4)29(44-5)26(17)35-19;/h11-13,18,34-35H,7-10,14-15H2,1-6H3;1H/t18-;/m1./s1

Standard InChI Key:  YMALQNICPSISCA-GMUIIQOCSA-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: Yes

Availability: No

Prodrug: No

Properties

Molecular Weight: 698.57

Molecular Weight (Monoisotopic): 697.1747

AlogP: 4.66

#Rotatable Bonds: 7

Polar Surface Area: 138.66

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.85

CX Basic pKa: 6.82

CX LogP: 2.89

CX LogD: 2.79

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.21

Np Likeness Score: -0.43

References

1. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

2. Wolfe AL, Duncan KK, Parelkar NK, Weir SJ, Vielhauer GA, Boger DL..  (2012)  A novel, unusually efficacious duocarmycin carbamate prodrug that releases no residual byproduct.,  55  (12): [PMID:22650244] [10.1021/jm300330b]

Source

Source(2):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names