(6S,9S,12S,15S,18S,21S)-21-((1H-imidazol-5-yl)methyl)-1-amino-1-imino-12,15,18-triisobutyl-9-methyl-8,11,14,17,20,23-hexaoxo-2,7,10,13,16,19,22-heptaazatetracosane-6-carboxylic acid

ID: ALA1089594

PubChem CID: 46883593

Max Phase: Preclinical

Molecular Formula: C35H61N11O8

Molecular Weight: 763.94

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O

Standard InChI:  InChI=1S/C35H61N11O8/c1-18(2)12-25(30(49)41-21(7)29(48)43-24(34(53)54)10-9-11-39-35(36)37)44-31(50)26(13-19(3)4)45-32(51)27(14-20(5)6)46-33(52)28(42-22(8)47)15-23-16-38-17-40-23/h16-21,24-28H,9-15H2,1-8H3,(H,38,40)(H,41,49)(H,42,47)(H,43,48)(H,44,50)(H,45,51)(H,46,52)(H,53,54)(H4,36,37,39)/t21-,24-,25-,26-,27-,28-/m0/s1

Standard InChI Key:  VRACDWGDNCZQIH-NICUNNCGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089594

   Ac-His-Leu-Leu-Leu-Ala-Arg-OH

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 763.94

Molecular Weight (Monoisotopic): 763.4705

AlogP: -0.61

#Rotatable Bonds: 24

Polar Surface Area: 302.48

Molecular Species: ZWITTERION

HBA: 9

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.94

CX Basic pKa: 11.58

CX LogP: -3.01

CX LogD: -3.07

Aromatic Rings: 1

Heavy Atoms: 54

QED Weighted: 0.04

Np Likeness Score: 0.05

References

1. Ruiz-Gómez G, Lim J, Halili MA, Le GT, Madala PK, Abbenante G, Fairlie DP..  (2009)  Structure-activity relationships for substrate-based inhibitors of human complement factor B.,  52  (19): [PMID:19743866] [10.1021/jm900781m]

Source

Source(1):

• Scientific Literature