4-{4-[Bis-(2-chloro-ethyl)-amino]-(5-{5-[5-(2-carbamimidoyl-ethylcarbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-1-methyl-1H-pyrrol-3-ylcarbamoyl}-1-methyl-1H-pyrrol-3-yl)-amide hydrochloride

ID: ALA541565

Chembl Id: CHEMBL541565

PubChem CID: 10371610

Max Phase: Preclinical

Molecular Formula: C25H34Cl3N9O3

Molecular Weight: 578.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cn1cc(NC(=O)c2cc(NC(=O)c3cc(N(CCCl)CCCl)cn3C)cn2C)cc1C(=O)NCCC(=N)N

Standard InChI:  InChI=1S/C25H33Cl2N9O3.ClH/c1-33-13-16(10-19(33)23(37)30-7-4-22(28)29)31-24(38)20-11-17(14-34(20)2)32-25(39)21-12-18(15-35(21)3)36(8-5-26)9-6-27;/h10-15H,4-9H2,1-3H3,(H3,28,29)(H,30,37)(H,31,38)(H,32,39);1H

Standard InChI Key:  KRFYHNVACNRKFN-UHFFFAOYSA-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

Calculated Properties

Molecular Weight: 578.50

Molecular Weight (Monoisotopic): 577.2083

AlogP: 2.55

#Rotatable Bonds: 13

Polar Surface Area: 155.20

Molecular Species: BASE

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 12.56

CX LogP: 1.32

CX LogD: -1.10

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.12

Np Likeness Score: -0.56

References

1. Baraldi PG, Romagnoli R, Beria I, Cozzi P, Geroni C, Mongelli N, Bianchi N, Mischiati C, Gambari R..  (2000)  Synthesis and antitumor activity of new benzoheterocyclic derivatives of distamycin A.,  43  (14): [PMID:10893305] [10.1021/jm9911229]

2. Arcamone FM, Animati F, Barbieri B, Configliacchi E, D'Alessio R, Geroni C, Giuliani FC, Lazzari E, Menozzi M, Mongelli N..  (1989)  Synthesis, DNA-binding properties, and antitumor activity of novel distamycin derivatives.,  32  (4): [PMID:2590277] [10.1021/jm00124a008]

Source

Source(1):

• Scientific Literature