(S)-1-[(S)-2-((S)-2-Amino-5-guanidino-pentanoylamino)-5-guanidino-pentanoyl]-pyrrolidine-2-carboxylic acid [1-((S)-1-carbamoyl-2-methyl-butylcarbamoyl)-2-(4-hydroxy-phenyl)-ethyl]-amide

ID: ALA367873

Chembl Id: CHEMBL367873

PubChem CID: 44384694

Max Phase: Preclinical

Molecular Formula: C32H54N12O6

Molecular Weight: 702.86

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]1CCCN1C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](N)CCCN=C(N)N)C(N)=O

Standard InChI:  InChI=1S/C32H54N12O6/c1-3-18(2)25(26(34)46)43-28(48)23(17-19-10-12-20(45)13-11-19)42-29(49)24-9-6-16-44(24)30(50)22(8-5-15-40-32(37)38)41-27(47)21(33)7-4-14-39-31(35)36/h10-13,18,21-25,45H,3-9,14-17,33H2,1-2H3,(H2,34,46)(H,41,47)(H,42,49)(H,43,48)(H4,35,36,39)(H4,37,38,40)/t18-,21+,22+,23+,24+,25+/m1/s1

Standard InChI Key:  OASDKNFAGRRSIT-LZFDFFMTSA-N

Alternative Forms

1. Parent:

   

   ALA367873

   H-Arg-Arg-Pro-Tyr-aIle-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: 702.86

Molecular Weight (Monoisotopic): 702.4289

AlogP: -2.65

#Rotatable Bonds: 20

Polar Surface Area: 325.75

Molecular Species: BASE

HBA: 9

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.48

CX Basic pKa: 11.21

CX LogP: -3.16

CX LogD: -7.51

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.04

Np Likeness Score: 0.23

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