ID: ALA5196954

Max Phase: Preclinical

Molecular Formula: C26H34N4O

Molecular Weight: 418.59

Representations

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

Standard InChI:  InChI=1S/C26H34N4O/c1-29-15-18(14-28-26(31)22(27)12-17-7-4-3-5-8-17)11-21-20-9-6-10-23-25(20)19(13-24(21)29)16-30(23)2/h3-10,16,18,20-22,24-25H,11-15,27H2,1-2H3,(H,28,31)/t18-,20?,21+,22-,24+,25?/m0/s1

Standard InChI Key:  ZNHMOLJKAJXDOF-OOLUEVKGSA-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: 418.59

Molecular Weight (Monoisotopic): 418.2733

AlogP: 2.53

#Rotatable Bonds: 5

Polar Surface Area: 61.60

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 10.09

CX LogP: 1.35

CX LogD: -2.57

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.77

Np Likeness Score: 0.85

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