ID: ALA5207853

Max Phase: Preclinical

Molecular Formula: C25H29N5O

Molecular Weight: 415.54

Representations

Canonical SMILES:  CN1C=C2C[C@@H]3[C@H](C[C@@H](CNC(=O)c4nc5ccccc5[nH]4)CN3C)C3C=CC=C1C23

Standard InChI:  InChI=1S/C25H29N5O/c1-29-13-15(12-26-25(31)24-27-19-7-3-4-8-20(19)28-24)10-18-17-6-5-9-21-23(17)16(11-22(18)29)14-30(21)2/h3-9,14-15,17-18,22-23H,10-13H2,1-2H3,(H,26,31)(H,27,28)/t15-,17?,18+,22+,23?/m0/s1

Standard InChI Key:  QIIVQWYRUVRLFP-OZNDSFOVSA-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: 415.54

Molecular Weight (Monoisotopic): 415.2372

AlogP: 3.15

#Rotatable Bonds: 3

Polar Surface Area: 64.26

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.86

CX Basic pKa: 9.92

CX LogP: 1.10

CX LogD: -1.63

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.81

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