(3S,6S,9S,12S)-9-((1H-indol-3-yl)methyl)-1-((S)-1-((S)-2-aminopropanoyl)pyrrolidin-2-yl)-6,12-bis(hydroxymethyl)-3-isobutyl-1,4,7,10-tetraoxo-2,5,8,11-tetraazatridecan-13-oic acid

ID: ALA3086652

Chembl Id: CHEMBL3086652

PubChem CID: 76309822

Max Phase: Preclinical

Molecular Formula: C31H45N7O9

Molecular Weight: 659.74

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)N)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CO)C(=O)O

Standard InChI:  InChI=1S/C31H45N7O9/c1-16(2)11-21(35-29(44)25-9-6-10-38(25)30(45)17(3)32)26(41)36-23(14-39)28(43)34-22(27(42)37-24(15-40)31(46)47)12-18-13-33-20-8-5-4-7-19(18)20/h4-5,7-8,13,16-17,21-25,33,39-40H,6,9-12,14-15,32H2,1-3H3,(H,34,43)(H,35,44)(H,36,41)(H,37,42)(H,46,47)/t17-,21-,22-,23-,24-,25-/m0/s1

Standard InChI Key:  HTTTZDFUOAZPNN-WFATXQSVSA-N

Alternative Forms

1. Parent:

   

   ALA3086652

   H-Ala-Pro-Leu-Ser-Trp-Ser-OH

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: 659.74

Molecular Weight (Monoisotopic): 659.3279

AlogP: -1.90

#Rotatable Bonds: 16

Polar Surface Area: 256.28

Molecular Species: ACID

HBA: 9

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.66

CX Basic pKa: 8.08

CX LogP: -4.34

CX LogD: -4.41

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.10

Np Likeness Score: -0.10

References

1. Heard KR, Wu W, Li Y, Zhao P, Woznica I, Lai JH, Beinborn M, Sanford DG, Dimare MT, Chiluwal AK, Peters DE, Whicher D, Sudmeier JL, Bachovchin WW..  (2013)  A general method for making peptide therapeutics resistant to serine protease degradation: application to dipeptidyl peptidase IV substrates.,  56  (21): [PMID:24044354] [10.1021/jm400423p]

Source

Source(1):

• Scientific Literature