(S)-1-[(S)-2-((S)-2-Amino-5-guanidino-pentanoylamino)-5-guanidino-pentanoyl]-pyrrolidine-2-carboxylic acid [1-[(S)-1-((R)-carbamoyl-3-(S)-1-methyl-butylcarbamoyl)-2-methyl-butylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-amide

ID: ALA367552

Chembl Id: CHEMBL367552

PubChem CID: 44384693

Max Phase: Preclinical

Molecular Formula: C38H65N13O7

Molecular Weight: 816.02

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(=O)N[C@@H](CC(C)C)C(N)=O

Standard InChI:  InChI=1S/C38H65N13O7/c1-5-22(4)30(35(57)48-27(31(40)53)19-21(2)3)50-33(55)28(20-23-12-14-24(52)15-13-23)49-34(56)29-11-8-18-51(29)36(58)26(10-7-17-46-38(43)44)47-32(54)25(39)9-6-16-45-37(41)42/h12-15,21-22,25-30,52H,5-11,16-20,39H2,1-4H3,(H2,40,53)(H,47,54)(H,48,57)(H,49,56)(H,50,55)(H4,41,42,45)(H4,43,44,46)/t22-,25+,26+,27+,28+,29+,30+/m1/s1

Standard InChI Key:  KBAKOVWXOWLWJJ-CSJNAZMVSA-N

Alternative Forms

1. Parent:

   

   ALA367552

   H-Arg-Arg-Pro-Tyr-aIle-Leu-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: 816.02

Molecular Weight (Monoisotopic): 815.5130

AlogP: -2.12

#Rotatable Bonds: 24

Polar Surface Area: 354.85

Molecular Species: BASE

HBA: 10

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 17

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.48

CX Basic pKa: 11.19

CX LogP: -2.46

CX LogD: -6.79

Aromatic Rings: 1

Heavy Atoms: 58

QED Weighted: 0.03

Np Likeness Score: 0.25

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