(S)-2-((S)-2-((S)-1-((S)-2-amino-5-guanidinopentanoyl)pyrrolidine-2-carboxamido)-5-guanidinopentanamido)-3-phenylpropanoic acid

ID: ALA4757433

PubChem CID: 162656244

Max Phase: Preclinical

Molecular Formula: C26H42N10O5

Molecular Weight: 574.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H](N)CCCNC(=N)N)C(=O)N[C@@H](Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C26H42N10O5/c27-17(9-4-12-32-25(28)29)23(39)36-14-6-11-20(36)22(38)34-18(10-5-13-33-26(30)31)21(37)35-19(24(40)41)15-16-7-2-1-3-8-16/h1-3,7-8,17-20H,4-6,9-15,27H2,(H,34,38)(H,35,37)(H,40,41)(H4,28,29,32)(H4,30,31,33)/t17-,18-,19-,20-/m0/s1

Standard InChI Key:  OYHLDSHLDVTDMB-MUGJNUQGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4757433

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 574.69

Molecular Weight (Monoisotopic): 574.3340

AlogP: -1.87

#Rotatable Bonds: 16

Polar Surface Area: 265.63

Molecular Species: ZWITTERION

HBA: 7

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.82

CX Basic pKa: 11.90

CX LogP: -4.12

CX LogD: -6.65

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.06

Np Likeness Score: -0.02

References

1. Turner, Ashlin, Kaas, Quentin, Craik, David J..  (2020)  Hormone-like conopeptides - new tools for pharmaceutical design,  11  (11): [PMID:34095838] [10.1039/d0md00173b]

Source

Source(1):

• Scientific Literature