ID: ALA5206602

Max Phase: Preclinical

Molecular Formula: C25H33N3O2S

Molecular Weight: 439.63

Representations

Canonical SMILES:  CN1C=C2C[C@@H]3[C@H](C[C@@H](CNS(=O)(=O)CCc4ccccc4)CN3C)C3C=CC=C1C23

Standard InChI:  InChI=1S/C25H33N3O2S/c1-27-16-19(15-26-31(29,30)12-11-18-7-4-3-5-8-18)13-22-21-9-6-10-23-25(21)20(14-24(22)27)17-28(23)2/h3-10,17,19,21-22,24-26H,11-16H2,1-2H3/t19-,21?,22+,24+,25?/m0/s1

Standard InChI Key:  HOJTZWIHQHBEEQ-MODIBDHSSA-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: 439.63

Molecular Weight (Monoisotopic): 439.2293

AlogP: 3.00

#Rotatable Bonds: 6

Polar Surface Area: 52.65

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.81

CX Basic pKa: 9.44

CX LogP: 1.50

CX LogD: -0.98

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.74

Np Likeness Score: 0.31

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