4-((2S,5S,11S,14S)-2-acetamido-5-(3-amino-3-oxopropyl)-7-(but-3-enyl)-14-(hydroxymethyl)-11-isobutyl-3,6,9,12,15-pentaoxo-4,7,10,13,16-pentaazaicos-19-enyl)phenyl dihydrogen phosphate

ID: ALA449283

Chembl Id: CHEMBL449283

PubChem CID: 44590507

Max Phase: Preclinical

Molecular Formula: C35H54N7O12P

Molecular Weight: 795.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCCNC(=O)[C@H](CO)NC(=O)[C@H](CC(C)C)NC(=O)CN(CCC=C)C(=O)[C@H](CCC(N)=O)NC(=O)[C@H](Cc1ccc(OP(=O)(O)O)cc1)NC(C)=O

Standard InChI:  InChI=1S/C35H54N7O12P/c1-6-8-16-37-32(47)29(21-43)41-33(48)27(18-22(3)4)39-31(46)20-42(17-9-7-2)35(50)26(14-15-30(36)45)40-34(49)28(38-23(5)44)19-24-10-12-25(13-11-24)54-55(51,52)53/h6-7,10-13,22,26-29,43H,1-2,8-9,14-21H2,3-5H3,(H2,36,45)(H,37,47)(H,38,44)(H,39,46)(H,40,49)(H,41,48)(H2,51,52,53)/t26-,27-,28-,29-/m0/s1

Standard InChI Key:  OIPYZIFNMCFHOP-DZUOILHNSA-N

Alternative Forms

1. Parent:

   

   ALA449283

   [4-[(2S)-2-acetamido-3-[[(2S)-5-amino-1-[but-3-enyl-[2-[[(2S)-1-[[(2S)-1-(but-3-enylamino)-3-hydroxy-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-1,5-dioxopentan-2-yl]amino]-3-oxopropyl]phenyl] dihydrogen phosphate

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: 795.83

Molecular Weight (Monoisotopic): 795.3568

AlogP: -0.94

#Rotatable Bonds: 26

Polar Surface Area: 295.89

Molecular Species: ACID

HBA: 10

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.79

CX Basic pKa: ┄

CX LogP: -2.05

CX LogD: -5.16

Aromatic Rings: 1

Heavy Atoms: 55

QED Weighted: 0.03

Np Likeness Score: 0.02

References

1. Choi WJ, Kim SE, Stephen AG, Weidlich I, Giubellino A, Liu F, Worthy KM, Bindu L, Fivash MJ, Nicklaus MC, Bottaro DP, Fisher RJ, Burke TR..  (2009)  Identification of Shc Src homology 2 domain-binding peptoid-peptide hybrids.,  52  (6): [PMID:19226165] [10.1021/jm800789h]

Source

Source(1):

• Scientific Literature