(4S,7S,10S,13S)-13-((S)-1-amino-3-hydroxy-1-oxopropan-2-ylcarbamoyl)-4-benzyl-10-(4-hydroxybenzyl)-N,N,N,7-tetramethyl-2,5,8,11-tetraoxo-3,6,9,12-tetraazaheptadecan-17-aminium

ID: ALA3234145

Chembl Id: CHEMBL3234145

PubChem CID: 73386663

Max Phase: Preclinical

Molecular Formula: C35H52N7O8+

Molecular Weight: 698.84

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](CCCC[N+](C)(C)C)C(=O)N[C@@H](CO)C(N)=O

Standard InChI:  InChI=1S/C35H51N7O8/c1-22(37-34(49)28(38-23(2)44)19-24-11-7-6-8-12-24)32(47)40-29(20-25-14-16-26(45)17-15-25)35(50)39-27(13-9-10-18-42(3,4)5)33(48)41-30(21-43)31(36)46/h6-8,11-12,14-17,22,27-30,43H,9-10,13,18-21H2,1-5H3,(H7-,36,37,38,39,40,41,44,45,46,47,48,49,50)/p+1/t22-,27-,28-,29-,30-/m0/s1

Standard InChI Key:  CMAVMDKQDSBJEX-NELKFLMZSA-O

Alternative Forms

1. Parent:

   

   ALA3234145

   Ac-Phe-Ala-Tyr-Lys(Me3)-Ser-NH2

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 698.84

Molecular Weight (Monoisotopic): 698.3872

AlogP: -1.00

#Rotatable Bonds: 20

Polar Surface Area: 229.05

Molecular Species: NEUTRAL

HBA: 8

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.50

CX Basic pKa: ┄

CX LogP: -5.23

CX LogD: -4.95

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.06

Np Likeness Score: 0.23

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]

2. Milosevich N, Gignac MC, McFarlane J, Simhadri C, Horvath S, Daze KD, Croft CS, Dheri A, Quon TT, Douglas SF, Wulff JE, Paci I, Hof F..  (2016)  Selective Inhibition of CBX6: A Methyllysine Reader Protein in the Polycomb Family.,  7  (2): [PMID:26985288] [10.1021/acsmedchemlett.5b00378]

Source

Source(1):

• Scientific Literature