ID: ALA5196198

Max Phase: Preclinical

Molecular Formula: C26H32ClN3O

Molecular Weight: 438.02

Representations

Canonical SMILES:  CN1C=C2C[C@@H]3[C@H](C[C@@H](CNC(=O)CCc4ccc(Cl)cc4)CN3C)C3C=CC=C1C23

Standard InChI:  InChI=1S/C26H32ClN3O/c1-29-15-18(14-28-25(31)11-8-17-6-9-20(27)10-7-17)12-22-21-4-3-5-23-26(21)19(13-24(22)29)16-30(23)2/h3-7,9-10,16,18,21-22,24,26H,8,11-15H2,1-2H3,(H,28,31)/t18-,21?,22+,24+,26?/m0/s1

Standard InChI Key:  ROCVWGTXIJGVAU-BVTXFGRPSA-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: 438.02

Molecular Weight (Monoisotopic): 437.2234

AlogP: 4.24

#Rotatable Bonds: 5

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: 10.09

CX LogP: 2.93

CX LogD: -0.28

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.75

Np Likeness Score: 0.42

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