ID: ALA5269798

Max Phase: Preclinical

Molecular Formula: C45H50ClN5O6S

Molecular Weight: 824.44

Representations

Canonical SMILES:  CN1CCCN[C@@H](Cc2ccc(S(C)(=O)=O)cc2)CC(=O)N[C@H]2CCc3ccccc3N(CC(=O)N[C@H](Cc3ccc(Cl)c(/C=C/c4ccccc4)c3)CC1=O)C2=O

Standard InChI:  InChI=1S/C45H50ClN5O6S/c1-50-24-8-23-47-36(26-32-14-19-38(20-15-32)58(2,56)57)28-42(52)49-40-22-18-34-11-6-7-12-41(34)51(45(40)55)30-43(53)48-37(29-44(50)54)27-33-16-21-39(46)35(25-33)17-13-31-9-4-3-5-10-31/h3-7,9-17,19-21,25,36-37,40,47H,8,18,22-24,26-30H2,1-2H3,(H,48,53)(H,49,52)/b17-13+/t36-,37+,40-/m0/s1

Standard InChI Key:  WBFQKAYDZQXYJD-BJPRFLMGSA-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: 824.44

Molecular Weight (Monoisotopic): 823.3170

AlogP: 5.25

#Rotatable Bonds: 7

Polar Surface Area: 144.99

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.04

CX Basic pKa: 7.16

CX LogP: 4.48

CX LogD: 4.28

Aromatic Rings: 4

Heavy Atoms: 58

QED Weighted: 0.22

Np Likeness Score: -0.20

References

1. 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