ID: ALA5204374

Max Phase: Preclinical

Molecular Formula: C28H29F6N3O

Molecular Weight: 537.55

Representations

Canonical SMILES:  CN1C=C2C[C@@H]3[C@H](C[C@@H](CNC(=O)/C=C/c4ccc(C(F)(F)F)cc4C(F)(F)F)CN3C)C3C=CC=C1C23

Standard InChI:  InChI=1S/C28H29F6N3O/c1-36-14-16(10-21-20-4-3-5-23-26(20)18(11-24(21)36)15-37(23)2)13-35-25(38)9-7-17-6-8-19(27(29,30)31)12-22(17)28(32,33)34/h3-9,12,15-16,20-21,24,26H,10-11,13-14H2,1-2H3,(H,35,38)/b9-7+/t16-,20?,21+,24+,26?/m0/s1

Standard InChI Key:  KDBRDFZFZAXAMN-WLNDMZQWSA-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: 537.55

Molecular Weight (Monoisotopic): 537.2215

AlogP: 5.71

#Rotatable Bonds: 4

Polar Surface Area: 35.58

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 10.12

CX LogP: 4.16

CX LogD: 0.93

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.40

Np Likeness Score: 0.30

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