3-Amino-5-(azepan-1-yl)-N-carbamimidoyl-6-(1H-indol-2-yl)pyrazine-2-carboxamide

ID: ALA4215760

Chembl Id: CHEMBL4215760

PubChem CID: 146033828

Max Phase: Preclinical

Molecular Formula: C20H24N8O

Molecular Weight: 392.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NC(=O)c1nc(-c2cc3ccccc3[nH]2)c(N2CCCCCC2)nc1N

Standard InChI:  InChI=1S/C20H24N8O/c21-17-16(19(29)27-20(22)23)25-15(14-11-12-7-3-4-8-13(12)24-14)18(26-17)28-9-5-1-2-6-10-28/h3-4,7-8,11,24H,1-2,5-6,9-10H2,(H2,21,26)(H4,22,23,27,29)

Standard InChI Key:  YYMJBYORFXNXJN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4215760

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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: 392.47

Molecular Weight (Monoisotopic): 392.2073

AlogP: 2.21

#Rotatable Bonds: 3

Polar Surface Area: 149.80

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.80

CX Basic pKa: 6.16

CX LogP: 2.96

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.34

Np Likeness Score: -0.64

References

1. Buckley BJ, Aboelela A, Minaei E, Jiang LX, Xu Z, Ali U, Fildes K, Cheung CY, Cook SM, Johnson DC, Bachovchin DA, Cook GM, Apte M, Huang M, Ranson M, Kelso MJ..  (2018)  6-Substituted Hexamethylene Amiloride (HMA) Derivatives as Potent and Selective Inhibitors of the Human Urokinase Plasminogen Activator for Use in Cancer.,  61  (18): [PMID:30130401] [10.1021/acs.jmedchem.8b00838]

Source

Source(1):

• Scientific Literature