ID: ALA5206042

Max Phase: Preclinical

Molecular Formula: C27H33N3O

Molecular Weight: 415.58

Representations

Canonical SMILES:  C/C(=C\C(=O)NC[C@@H]1C[C@@H]2C3C=CC=C4C3C(=CN4C)C[C@H]2N(C)C1)c1ccccc1

Standard InChI:  InChI=1S/C27H33N3O/c1-18(20-8-5-4-6-9-20)12-26(31)28-15-19-13-23-22-10-7-11-24-27(22)21(17-30(24)3)14-25(23)29(2)16-19/h4-12,17,19,22-23,25,27H,13-16H2,1-3H3,(H,28,31)/b18-12+/t19-,22?,23+,25+,27?/m0/s1

Standard InChI Key:  JNTUKHYQJLXAJR-WQZPKWQNSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 415.58

Molecular Weight (Monoisotopic): 415.2624

AlogP: 4.06

#Rotatable Bonds: 4

Polar Surface Area: 35.58

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 10.12

CX LogP: 2.71

CX LogD: -0.53

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.75

Np Likeness Score: 0.68

References

1. Johnson JW, Ellis MJ, Piquette ZA, MacNair C, Carfrae L, Bhando T, Ritchie NE, Saliba P, Brown ED, Magolan J..  (2022)  Antibacterial Activity of Metergoline Analogues: Revisiting the Ergot Alkaloid Scaffold for Antibiotic Discovery.,  13  (2.0): [PMID:35178184] [10.1021/acsmedchemlett.1c00648]

Source

Source(1):

• Scientific Literature