(3S,6S,9S,12S)-12-((S)-1-amino-3-hydroxy-1-oxopropan-2-ylcarbamoyl)-3-benzyl-1-(4-bromophenyl)-9-isobutyl-N,N,N,6-tetramethyl-1,4,7,10-tetraoxo-2,5,8,11-tetraazahexadecan-16-aminium

ID: ALA3234188

Chembl Id: CHEMBL3234188

PubChem CID: 90655623

Max Phase: Preclinical

Molecular Formula: C37H55BrN7O7+

Molecular Weight: 789.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](C)NC(=O)[C@H](Cc1ccccc1)NC(=O)c1ccc(Br)cc1)C(=O)N[C@@H](CCCC[N+](C)(C)C)C(=O)N[C@@H](CO)C(N)=O

Standard InChI:  InChI=1S/C37H54BrN7O7/c1-23(2)20-29(37(52)41-28(14-10-11-19-45(4,5)6)35(50)44-31(22-46)32(39)47)42-33(48)24(3)40-36(51)30(21-25-12-8-7-9-13-25)43-34(49)26-15-17-27(38)18-16-26/h7-9,12-13,15-18,23-24,28-31,46H,10-11,14,19-22H2,1-6H3,(H6-,39,40,41,42,43,44,47,48,49,50,51,52)/p+1/t24-,28-,29-,30-,31-/m0/s1

Standard InChI Key:  IYNXOWDBMYJFIU-WWMNZPEASA-O

Alternative Forms

1. Parent:

   

   ALA3234188

   Bz(4-Br)-Phe-Ala-Leu-Lys(Me3)-Ser-NH2

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: 789.79

Molecular Weight (Monoisotopic): 788.3341

AlogP: 1.15

#Rotatable Bonds: 21

Polar Surface Area: 208.82

Molecular Species: NEUTRAL

HBA: 7

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.65

CX Basic pKa: ┄

CX LogP: -2.71

CX LogD: -2.70

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.07

Np Likeness Score: -0.03

References

1. Simhadri C, Daze KD, Douglas SF, Quon TT, Dev A, Gignac MC, Peng F, Heller M, Boulanger MJ, Wulff JE, Hof F..  (2014)  Chromodomain antagonists that target the polycomb-group methyllysine reader protein chromobox homolog 7 (CBX7).,  57  (7): [PMID:24625057] [10.1021/jm401487x]

Source

Source(1):

• Scientific Literature