ID: ALA5196582

Max Phase: Preclinical

Molecular Formula: C31H42N4O3

Molecular Weight: 518.70

Representations

Canonical SMILES:  CN1C=C2C[C@@H]3[C@H](C[C@@H](CNC(=O)[C@H](Cc4ccccc4)NC(=O)OC(C)(C)C)CN3C)C3C=CC=C1C23

Standard InChI:  InChI=1S/C31H42N4O3/c1-31(2,3)38-30(37)33-25(15-20-10-7-6-8-11-20)29(36)32-17-21-14-24-23-12-9-13-26-28(23)22(19-35(26)5)16-27(24)34(4)18-21/h6-13,19,21,23-25,27-28H,14-18H2,1-5H3,(H,32,36)(H,33,37)/t21-,23?,24+,25-,27+,28?/m0/s1

Standard InChI Key:  NARMXQGQEAHIKC-TXEQHIETSA-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: 518.70

Molecular Weight (Monoisotopic): 518.3257

AlogP: 4.09

#Rotatable Bonds: 6

Polar Surface Area: 73.91

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.72

CX Basic pKa: 10.09

CX LogP: 2.84

CX LogD: -0.37

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.59

Np Likeness Score: 0.40

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