(S)-2-{(2S,3R)-2-[(S)-2-{2-[2-((S)-2-(S)-Amino-5-guanidino-pentanoylamino)-5-guanidino-pentanoylamino]-propionylamino}-3-(4-hydroxy-phenyl)-propionylamino]-3-methyl-pentanoylamino}-4-methyl-pentanoic acid

ID: ALA425847

Chembl Id: CHEMBL425847

PubChem CID: 44384831

Max Phase: Preclinical

Molecular Formula: C36H62N12O8

Molecular Weight: 790.97

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC[C@@H](C)[C@H](NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](C)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](N)CCCN=C(N)N)C(=O)N[C@@H](CC(C)C)C(=O)O

Standard InChI:  InChI=1S/C36H62N12O8/c1-6-20(4)28(33(54)47-27(34(55)56)17-19(2)3)48-32(53)26(18-22-11-13-23(49)14-12-22)46-29(50)21(5)44-31(52)25(10-8-16-43-36(40)41)45-30(51)24(37)9-7-15-42-35(38)39/h11-14,19-21,24-28,49H,6-10,15-18,37H2,1-5H3,(H,44,52)(H,45,51)(H,46,50)(H,47,54)(H,48,53)(H,55,56)(H4,38,39,42)(H4,40,41,43)/t20-,21+,24+,25+,26+,27+,28+/m1/s1

Standard InChI Key:  VTCAOHKKCYBXDB-QJKSWXJZSA-N

Alternative Forms

1. Parent:

   

   ALA425847

   H-Arg-Arg-Ala-Tyr-aIle-Leu-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: 790.97

Molecular Weight (Monoisotopic): 790.4814

AlogP: -2.01

#Rotatable Bonds: 25

Polar Surface Area: 357.85

Molecular Species: ZWITTERION

HBA: 10

HBD: 12

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 17

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.11

CX Basic pKa: 11.19

CX LogP: -4.31

CX LogD: -5.77

Aromatic Rings: 1

Heavy Atoms: 56

QED Weighted: 0.03

Np Likeness Score: 0.42

References

1. Henry JA, Horwell DC, Meecham KG, Rees DC.  (1993)  A structure-affinity study of the amino acid side-chains in neurotensin : N and C terminal deletions and Ala-scan,  3  (5): [10.1016/S0960-894X(00)80698-8]

Source

Source(1):

• Scientific Literature