ID: ALA5209201

Max Phase: Preclinical

Molecular Formula: C28H31BrN4O

Molecular Weight: 519.49

Representations

Canonical SMILES:  CN1C=C2C[C@@H]3[C@H](C[C@@H](CNC(=O)/C=C/c4c[nH]c5ccc(Br)cc45)CN3C)C3C=CC=C1C23

Standard InChI:  InChI=1S/C28H31BrN4O/c1-32-15-17(10-23-21-4-3-5-25-28(21)19(11-26(23)32)16-33(25)2)13-31-27(34)9-6-18-14-30-24-8-7-20(29)12-22(18)24/h3-9,12,14,16-17,21,23,26,28,30H,10-11,13,15H2,1-2H3,(H,31,34)/b9-6+/t17-,21?,23+,26+,28?/m0/s1

Standard InChI Key:  DQEHMMIGNRXOJK-VFPSNQSSSA-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: 519.49

Molecular Weight (Monoisotopic): 518.1681

AlogP: 4.92

#Rotatable Bonds: 4

Polar Surface Area: 51.37

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 10.12

CX LogP: 3.28

CX LogD: 0.04

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.56

Np Likeness Score: 0.61

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