(2S)-2-[(2S)-2-[(2S)-2-amino-5-carbamimidamidopentanamido]-3-(6-bromo-1H-indol-3-yl)propanamido]-5-carbamimidamido-N-(2-phenylethyl)pentanamide

ID: ALA5285473

Chembl Id: CHEMBL5285473

Max Phase: Preclinical

Molecular Formula: C31H44BrN11O3

Molecular Weight: 698.67

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@H](Cc1c[nH]c2cc(Br)ccc12)NC(=O)[C@@H](N)CCCNC(=N)N)C(=O)NCCc1ccccc1

Standard InChI:  InChI=1S/C31H44BrN11O3/c32-21-10-11-22-20(18-41-25(22)17-21)16-26(43-27(44)23(33)8-4-13-39-30(34)35)29(46)42-24(9-5-14-40-31(36)37)28(45)38-15-12-19-6-2-1-3-7-19/h1-3,6-7,10-11,17-18,23-24,26,41H,4-5,8-9,12-16,33H2,(H,38,45)(H,42,46)(H,43,44)(H4,34,35,39)(H4,36,37,40)/t23-,24-,26-/m0/s1

Standard InChI Key:  XMJWFOQCZYZBBB-GNKBHMEESA-N

Alternative Forms

1. Parent:

   

   ALA5285473

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 698.67

Molecular Weight (Monoisotopic): 697.2812

AlogP: 0.66

#Rotatable Bonds: 18

Polar Surface Area: 252.91

Molecular Species: BASE

HBA: 6

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.12

CX Basic pKa: 11.79

CX LogP: -0.11

CX LogD: -4.86

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.05

Np Likeness Score: 0.04

References

1. Craig AJ, Ermolovich Y, Cameron A, Rodler A, Wang H, Hawkes JA, Hubert M, Björkling F, Molchanova N, Brimble MA, Moodie LWK, Svenson J..  (2023)  Antimicrobial Peptides Incorporating Halogenated Marine-Derived Amino Acid Substituents.,  14  (6): [PMID:37312845] [10.1021/acsmedchemlett.3c00093]

Source

Source(1):

• Scientific Literature