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

ID: ALA541841

Chembl Id: CHEMBL541841

PubChem CID: 14526083

Max Phase: Preclinical

Molecular Formula: C31H40Cl3N11O4

Molecular Weight: 700.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cn1cc(NC(=O)c2cc(NC(=O)c3cc(NC(=O)c4cc(N(CCCl)CCCl)cn4C)cn3C)cn2C)cc1C(=O)NCCC(=N)N

Standard InChI:  InChI=1S/C31H39Cl2N11O4.ClH/c1-40-15-19(11-23(40)28(45)36-8-5-27(34)35)37-29(46)24-12-20(16-41(24)2)38-30(47)25-13-21(17-42(25)3)39-31(48)26-14-22(18-43(26)4)44(9-6-32)10-7-33;/h11-18H,5-10H2,1-4H3,(H3,34,35)(H,36,45)(H,37,46)(H,38,47)(H,39,48);1H

Standard InChI Key:  GTJYETIRAGWQHD-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: 700.63

Molecular Weight (Monoisotopic): 699.2564

AlogP: 3.14

#Rotatable Bonds: 15

Polar Surface Area: 189.23

Molecular Species: BASE

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 12.56

CX LogP: 1.63

CX LogD: -0.78

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.06

Np Likeness Score: -0.46

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