ID: ALA4760727

Max Phase: Preclinical

Molecular Formula: C23H30N8O5S

Molecular Weight: 530.61

Molecule Type: Unknown

Representations

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CSCCCNCC2Cc3ccc([N+](=O)[O-])cc3CN2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C23H30N8O5S/c24-21-18-22(28-11-27-21)30(12-29-18)23-20(33)19(32)17(36-23)10-37-5-1-4-25-9-15-6-13-2-3-16(31(34)35)7-14(13)8-26-15/h2-3,7,11-12,15,17,19-20,23,25-26,32-33H,1,4-6,8-10H2,(H2,24,27,28)/t15?,17-,19-,20-,23-/m1/s1

Standard InChI Key:  JBSQEAKLDCYNTH-PNODFLSHSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 530.61

Molecular Weight (Monoisotopic): 530.2060

AlogP: 0.36

#Rotatable Bonds: 10

Polar Surface Area: 186.51

Molecular Species: BASE

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.47

CX Basic pKa: 9.38

CX LogP: 0.38

CX LogD: -1.60

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.14

Np Likeness Score: 0.17

References

1. Lu J,Bart AG,Wu Q,Criscione KR,McLeish MJ,Scott EE,Grunewald GL.  (2020)  Structure-Based Drug Design of Bisubstrate Inhibitors of Phenylethanolamine N-Methyltransferase Possessing Low Nanomolar Affinity at Both Substrate Binding Domains.,  63  (22): [PMID:33147410] [10.1021/acs.jmedchem.0c01475]

Source

Source(1):

• Scientific Literature