ID: ALA4582512

Max Phase: Preclinical

Molecular Formula: C37H42Cl3N5O4

Molecular Weight: 727.13

Molecule Type: Unknown

Representations

Canonical SMILES:  C[C@@H]1CCN(C)C(=O)C[C@@H](Cc2ccc(Cl)c(Cl)c2)NC(=O)CN2C(=O)[C@H](CCc3ccccc32)NC(=O)C[C@H](Cc2ccc(Cl)cc2)N1

Standard InChI:  InChI=1S/C37H42Cl3N5O4/c1-23-15-16-44(2)36(48)21-29(18-25-9-13-30(39)31(40)19-25)42-35(47)22-45-33-6-4-3-5-26(33)10-14-32(37(45)49)43-34(46)20-28(41-23)17-24-7-11-27(38)12-8-24/h3-9,11-13,19,23,28-29,32,41H,10,14-18,20-22H2,1-2H3,(H,42,47)(H,43,46)/t23-,28+,29-,32+/m1/s1

Standard InChI Key:  UGHDPWZRELJRPY-BCIKFTALSA-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: 727.13

Molecular Weight (Monoisotopic): 725.2302

AlogP: 5.37

#Rotatable Bonds: 4

Polar Surface Area: 110.85

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.35

CX Basic pKa: 7.53

CX LogP: 4.92

CX LogD: 4.55

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.34

Np Likeness Score: -0.08

References

1. Balazs AYS, Carbajo RJ, Davies NL, Dong Y, Hird AW, Johannes JW, Lamb ML, McCoull W, Raubo P, Robb GR, Packer MJ, Chiarparin E..  (2019)  Free Ligand 1D NMR Conformational Signatures To Enhance Structure Based Drug Design of a Mcl-1 Inhibitor (AZD5991) and Other Synthetic Macrocycles.,  62  (21): [PMID:31361481] [10.1021/acs.jmedchem.9b00716]

2. Johannes JW, Bates S, Beigie C, Belmonte MA, Breen J, Cao S, Centrella PA, Clark MA, Cuozzo JW, Dumelin CE, Ferguson AD, Habeshian S, Hargreaves D, Joubran C, Kazmirski S, Keefe AD, Lamb ML, Lan H, Li Y, Ma H, Mlynarski S, Packer MJ, Rawlins PB, Robbins DW, Shen H, Sigel EA, Soutter HH, Su N, Troast DM, Wang H, Wickson KF, Wu C, Zhang Y, Zhao Q, Zheng X, Hird AW..  (2017)  Structure Based Design of Non-Natural Peptidic Macrocyclic Mcl-1 Inhibitors.,  8  (2): [PMID:28197319] [10.1021/acsmedchemlett.6b00464]

Source

Source(1):

• Scientific Literature