ID: ALA5204598

Max Phase: Preclinical

Molecular Formula: C28H35N3O3S

Molecular Weight: 493.67

Representations

Canonical SMILES:  C/C(=C\C(=O)NC[C@@H]1C[C@@H]2C3C=CC=C4C3C(=CN4C)C[C@H]2N(C)C1)c1ccc(S(C)(=O)=O)cc1

Standard InChI:  InChI=1S/C28H35N3O3S/c1-18(20-8-10-22(11-9-20)35(4,33)34)12-27(32)29-15-19-13-24-23-6-5-7-25-28(23)21(17-31(25)3)14-26(24)30(2)16-19/h5-12,17,19,23-24,26,28H,13-16H2,1-4H3,(H,29,32)/b18-12+/t19-,23?,24+,26+,28?/m0/s1

Standard InChI Key:  WPWLYUODQLVUJA-FCTCJYPNSA-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: 493.67

Molecular Weight (Monoisotopic): 493.2399

AlogP: 3.47

#Rotatable Bonds: 5

Polar Surface Area: 69.72

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 10.12

CX LogP: 1.55

CX LogD: -1.69

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.64

Np Likeness Score: 0.27

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