(S)-7-amino-3-((S)-2-((R)-2-((S)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)propanamido)-5-guanidinopentanamido)-3-phenylpropanamido)heptanamide

ID: ALA3781680

Chembl Id: CHEMBL3781680

PubChem CID: 127030158

Max Phase: Preclinical

Molecular Formula: C33H51N9O5

Molecular Weight: 653.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(O)cc(C)c1C[C@H](N)C(=O)N[C@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCCN)CC(N)=O

Standard InChI:  InChI=1S/C33H51N9O5/c1-20-15-24(43)16-21(2)25(20)19-26(35)30(45)41-27(12-8-14-39-33(37)38)31(46)42-28(17-22-9-4-3-5-10-22)32(47)40-23(18-29(36)44)11-6-7-13-34/h3-5,9-10,15-16,23,26-28,43H,6-8,11-14,17-19,34-35H2,1-2H3,(H2,36,44)(H,40,47)(H,41,45)(H,42,46)(H4,37,38,39)/t23-,26-,27+,28-/m0/s1

Standard InChI Key:  DSMPYVZTHHPQKD-HXVUFMGFSA-N

Alternative Forms

1. Parent:

   

   ALA3781680

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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: 653.83

Molecular Weight (Monoisotopic): 653.4013

AlogP: -0.16

#Rotatable Bonds: 20

Polar Surface Area: 264.56

Molecular Species: BASE

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.61

CX Basic pKa: 11.81

CX LogP: -0.43

CX LogD: -5.25

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.05

Np Likeness Score: 0.45

References

1. Betti C, Starnowska J, Mika J, Dyniewicz J, Frankiewicz L, Novoa A, Bochynska M, Keresztes A, Kosson P, Makuch W, Van Duppen J, Chung NN, Vanden Broeck J, Lipkowski AW, Schiller PW, Janssens F, Ceusters M, Sommen F, Meert T, Przewlocka B, Tourwé D, Ballet S..  (2015)  Dual Alleviation of Acute and Neuropathic Pain by Fused Opioid Agonist-Neurokinin 1 Antagonist Peptidomimetics.,  6  (12): [PMID:26713106] [10.1021/acsmedchemlett.5b00359]

Source

Source(1):

• Scientific Literature