ID: ALA5270195

Max Phase: Preclinical

Molecular Formula: C21H27N5O2

Molecular Weight: 381.48

Representations

Canonical SMILES:  CN(C(=O)Cn1c(C2CC2)cc2cc(C(N)=O)cnc21)[C@@H]1C[C@H]2CC[C@@H](C1)N2

Standard InChI:  InChI=1S/C21H27N5O2/c1-25(17-8-15-4-5-16(9-17)24-15)19(27)11-26-18(12-2-3-12)7-13-6-14(20(22)28)10-23-21(13)26/h6-7,10,12,15-17,24H,2-5,8-9,11H2,1H3,(H2,22,28)/t15-,16+,17-

Standard InChI Key:  DEVLSLOCLAEZQX-BJWYYQGGSA-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: 381.48

Molecular Weight (Monoisotopic): 381.2165

AlogP: 1.75

#Rotatable Bonds: 5

Polar Surface Area: 93.25

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 11.02

CX LogP: 0.21

CX LogD: -2.88

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.83

Np Likeness Score: -0.81

References

1. Wilkinson AJ, Ooi N, Finlayson J, Lee VE, Lyth D, Maskew KS, Newman R, Orr D, Ansell K, Birchall K, Canning P, Coombs P, Fusani L, McIver E, Pisco J, Ireland PM, Jenkins C, Norville IH, Southern SJ, Cowan R, Hall G, Kettleborough C, Savage VJ, Cooper IR..  (2023)  Evaluating the druggability of TrmD, a potential antibacterial target, through design and microbiological profiling of a series of potent TrmD inhibitors.,  90  [PMID:37187252] [10.1016/j.bmcl.2023.129331]

Source

Source(1):

• Scientific Literature