Ibu-His-Pro-Phe-Ala-Sta-Leu-PheNH2

ID: ALA3349394

Chembl Id: CHEMBL3349394

PubChem CID: 118718353

Max Phase: Preclinical

Molecular Formula: C50H72N10O9

Molecular Weight: 957.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)CC(O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1c[nH]cn1)NC(=O)C(C)C)C(=O)N[C@@H](Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C50H72N10O9/c1-29(2)21-36(42(61)26-43(62)55-38(22-30(3)4)48(67)57-37(44(51)63)23-33-15-10-8-11-16-33)56-46(65)32(7)54-47(66)39(24-34-17-12-9-13-18-34)58-49(68)41-19-14-20-60(41)50(69)40(59-45(64)31(5)6)25-35-27-52-28-53-35/h8-13,15-18,27-32,36-42,61H,14,19-26H2,1-7H3,(H2,51,63)(H,52,53)(H,54,66)(H,55,62)(H,56,65)(H,57,67)(H,58,68)(H,59,64)/t32-,36-,37-,38-,39-,40-,41-,42?/m0/s1

Standard InChI Key:  AXPZKKXXAVKYMP-BMALBKBCSA-N

Alternative Forms

1. Parent:

   

   ALA3349394

   ---

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: 957.19

Molecular Weight (Monoisotopic): 956.5484

AlogP: 1.34

#Rotatable Bonds: 26

Polar Surface Area: 286.91

Molecular Species: NEUTRAL

HBA: 10

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.69

CX Basic pKa: 6.53

CX LogP: 1.57

CX LogD: 1.52

Aromatic Rings: 3

Heavy Atoms: 69

QED Weighted: 0.06

Np Likeness Score: -0.02

References

1. Maibaum J, Rich DH..  (1988)  Inhibition of porcine pepsin by two substrate analogues containing statine. The effect of histidine at the P2 subsite on the inhibition of aspartic proteinases.,  31  (3): [PMID:3126296] [10.1021/jm00398a022]

Source

Source(1):

• Scientific Literature