ID: ALA115422

Max Phase: Preclinical

Molecular Formula: C18H28Cl2N10O3

Molecular Weight: 430.47

Molecule Type: Small molecule

Representations

Synonyms (1): congocidine
Synonyms from Alternative Forms(1):

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

Standard InChI:  InChI=1S/C18H26N10O3.2ClH/c1-27-9-11(6-12(27)16(30)23-4-3-14(19)20)26-17(31)13-5-10(8-28(13)2)25-15(29)7-24-18(21)22;;/h5-6,8-9H,3-4,7H2,1-2H3,(H3,19,20)(H,23,30)(H,25,29)(H,26,31)(H4,21,22,24);2*1H

Standard InChI Key:  SDRHUASONSRLFR-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

Properties

Molecular Weight: 430.47

Molecular Weight (Monoisotopic): 430.2189

AlogP: -0.91

#Rotatable Bonds: 9

Polar Surface Area: 208.93

Molecular Species: BASE

HBA: 7

HBD: 8

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.08

CX Basic pKa: 12.45

CX LogP: -2.81

CX LogD: -7.27

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.19

Np Likeness Score: -0.77

References

1. Bialer M, Yagen B, Mechoulam R, Becker Y..  (1980)  Structure-activity relationships of pyrrole amidine antiviral antibiotics. 2. Preparation of mono- and tripyrrole derivatives of congocidine.,  23  (10): [PMID:6252323] [10.1021/jm00184a018]

2. Krowicki K, Balzarini J, De Clercq E, Newman RA, Lown JW..  (1988)  Novel DNA groove binding alkylators: design, synthesis, and biological evaluation.,  31  (2): [PMID:2828620] [10.1021/jm00397a012]

3. Lee M, Preti CS, Vinson E, Wyatt MD, Hartley JA..  (1994)  GC sequence specific recognition by an N-formamido, C-terminus-modified and imidazole-containing analogue of netropsin.,  37  (24): [PMID:7990106] [10.1021/jm00050a003]

Source

Source(1):

• Scientific Literature