(2S,5S,8S,11S,14S)-methyl 14-benzyl-5-(4-(diethylamino)butyl)-2-(hydroxymethyl)-17-(1H-indol-3-yl)-8-isobutyl-11-methyl-4,7,10,13,16-pentaoxo-3,6,9,12,15-pentaazaheptadecan-1-oate

ID: ALA3949885

Chembl Id: CHEMBL3949885

PubChem CID: 134148174

Max Phase: Preclinical

Molecular Formula: C42H61N7O8

Molecular Weight: 791.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](Cc1ccccc1)NC(=O)Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CO)C(=O)OC

Standard InChI:  InChI=1S/C42H61N7O8/c1-7-49(8-2)21-15-14-20-33(39(53)48-36(26-50)42(56)57-6)46-41(55)34(22-27(3)4)47-38(52)28(5)44-40(54)35(23-29-16-10-9-11-17-29)45-37(51)24-30-25-43-32-19-13-12-18-31(30)32/h9-13,16-19,25,27-28,33-36,43,50H,7-8,14-15,20-24,26H2,1-6H3,(H,44,54)(H,45,51)(H,46,55)(H,47,52)(H,48,53)/t28-,33-,34-,35-,36-/m0/s1

Standard InChI Key:  WHANHEKCAHJBNW-KCAPAQDDSA-N

Alternative Forms

1. Parent:

   

   ALA3949885

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 791.99

Molecular Weight (Monoisotopic): 791.4582

AlogP: 2.12

#Rotatable Bonds: 24

Polar Surface Area: 211.06

Molecular Species: BASE

HBA: 9

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.73

CX Basic pKa: 10.31

CX LogP: 2.28

CX LogD: -0.39

Aromatic Rings: 3

Heavy Atoms: 57

QED Weighted: 0.05

Np Likeness Score: -0.23

References

1. Stuckey JI, Simpson C, Norris-Drouin JL, Cholensky SH, Lee J, Pasca R, Cheng N, Dickson BM, Pearce KH, Frye SV, James LI..  (2016)  Structure-Activity Relationships and Kinetic Studies of Peptidic Antagonists of CBX Chromodomains.,  59  (19): [PMID:27571219] [10.1021/acs.jmedchem.6b00801]

Source

Source(1):

• Scientific Literature