(6S,9S,12S,18S,21S,24S)-21-((1H-imidazol-5-yl)methyl)-1-amino-24-(2-hydroxyethyl)-1-imino-12,18-diisobutyl-9-methyl-8,11,14,17,20,23,26-heptaoxo-2,7,10,13,16,19,22,25-octaazaheptacosane-6-carboxylic acid

ID: ALA1089582

PubChem CID: 46883580

Max Phase: Preclinical

Molecular Formula: C35H60N12O10

Molecular Weight: 808.94

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CCO)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=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/C35H60N12O10/c1-18(2)12-25(46-33(55)27(14-22-15-38-17-41-22)47-31(53)23(9-11-48)43-21(6)49)30(52)40-16-28(50)44-26(13-19(3)4)32(54)42-20(5)29(51)45-24(34(56)57)8-7-10-39-35(36)37/h15,17-20,23-27,48H,7-14,16H2,1-6H3,(H,38,41)(H,40,52)(H,42,54)(H,43,49)(H,44,50)(H,45,51)(H,46,55)(H,47,53)(H,56,57)(H4,36,37,39)/t20-,23-,24-,25-,26-,27-/m0/s1

Standard InChI Key:  OGJYSLUEJONRDB-BCAOEVRMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089582

   Ac-Hse-His-Leu-Gly-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: 808.94

Molecular Weight (Monoisotopic): 808.4555

AlogP: -3.16

#Rotatable Bonds: 26

Polar Surface Area: 351.81

Molecular Species: ZWITTERION

HBA: 11

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.94

CX Basic pKa: 11.63

CX LogP: -6.36

CX LogD: -6.42

Aromatic Rings: 1

Heavy Atoms: 57

QED Weighted: 0.03

Np Likeness Score: 0.04

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