ID: ALA4089879

Max Phase: Preclinical

Molecular Formula: C17H22N2O

Molecular Weight: 270.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NC1CCCCCCC1)c1cc2ccccc2[nH]1

Standard InChI:  InChI=1S/C17H22N2O/c20-17(18-14-9-4-2-1-3-5-10-14)16-12-13-8-6-7-11-15(13)19-16/h6-8,11-12,14,19H,1-5,9-10H2,(H,18,20)

Standard InChI Key:  AHMSZIDWUBLFPU-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: 270.38

Molecular Weight (Monoisotopic): 270.1732

AlogP: 4.01

#Rotatable Bonds: 2

Polar Surface Area: 44.89

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.75

CX LogD: 3.75

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.85

Np Likeness Score: -0.89

References

1. Franz ND, Belardinelli JM, Kaminski MA, Dunn LC, Calado Nogueira de Moura V, Blaha MA, Truong DD, Li W, Jackson M, North EJ..  (2017)  Design, synthesis and evaluation of indole-2-carboxamides with pan anti-mycobacterial activity.,  25  (14): [PMID:28545813] [10.1016/j.bmc.2017.05.015]

2. Tan YJ, Li M, Gunawan GA, Nyantakyi SA, Dick T, Go ML, Lam Y..  (2021)  Amide-Amine Replacement in Indole-2-carboxamides Yields Potent Mycobactericidal Agents with Improved Water Solubility.,  12  (5.0): [PMID:34055215] [10.1021/acsmedchemlett.0c00588]

Source

Source(1):

• Scientific Literature