(S)-2-((S)-2-{(S)-2-[(S)-3-((S)-2-Formylamino-4-methylsulfanyl-butyrylamino)-3-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-propionylamino]-4-methylsulfanyl-butyrylamino}-4-methyl-pentanoylamino)-3-phenyl-propionic acid

ID: ALA108576

Chembl Id: CHEMBL108576

PubChem CID: 44337281

Max Phase: Preclinical

Molecular Formula: C40H56N6O10S2

Molecular Weight: 845.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)C(=O)O)NC(=O)[C@H](CCSC)NC=O

Standard InChI:  InChI=1S/C40H56N6O10S2/c1-25(2)20-30(37(51)45-32(39(53)54)21-26-12-8-6-9-13-26)43-36(50)29(17-19-58-5)42-34(48)23-31(44-35(49)28(41-24-47)16-18-57-4)38(52)46-33(40(55)56-3)22-27-14-10-7-11-15-27/h6-15,24-25,28-33H,16-23H2,1-5H3,(H,41,47)(H,42,48)(H,43,50)(H,44,49)(H,45,51)(H,46,52)(H,53,54)/t28-,29-,30-,31-,32-,33-/m0/s1

Standard InChI Key:  NWMQELCAXVIKMJ-FSJACQRISA-N

Alternative Forms

1. Parent:

   

   ALA108576

   N(1)Met-Leu-Phe-OH.For-Met-Asp(1)-Phe-OMe

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: 845.05

Molecular Weight (Monoisotopic): 844.3499

AlogP: 1.21

#Rotatable Bonds: 27

Polar Surface Area: 238.20

Molecular Species: ACID

HBA: 11

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.99

CX Basic pKa: ┄

CX LogP: 1.88

CX LogD: -1.28

Aromatic Rings: 2

Heavy Atoms: 58

QED Weighted: 0.05

Np Likeness Score: -0.06

References

1. Cavicchioni G, Turchetti M, Spisani S..  (2001)  Biological activity in human neutrophils of di-tripeptides, analogues of the chemotactic fMLP.,  11  (24): [PMID:11720864] [10.1016/s0960-894x(01)00640-0]

Source

Source(1):

• Scientific Literature