(6S,9S,12S,15S,18S,21S,24S)-21-((1H-imidazol-5-yl)methyl)-1-amino-18-(4-aminobutyl)-24-(hydroxymethyl)-1-imino-12,15-diisobutyl-9-methyl-8,11,14,17,20,23,26-heptaoxo-2,7,10,13,16,19,22,25-octaazaheptacosane-6-carboxylic acid

ID: ALA1089591

PubChem CID: 46883589

Max Phase: Preclinical

Molecular Formula: C38H67N13O10

Molecular Weight: 866.03

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CO)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](CCCCN)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/C38H67N13O10/c1-20(2)14-27(33(56)45-22(5)31(54)48-26(37(60)61)11-9-13-43-38(40)41)50-34(57)28(15-21(3)4)49-32(55)25(10-7-8-12-39)47-35(58)29(16-24-17-42-19-44-24)51-36(59)30(18-52)46-23(6)53/h17,19-22,25-30,52H,7-16,18,39H2,1-6H3,(H,42,44)(H,45,56)(H,46,53)(H,47,58)(H,48,54)(H,49,55)(H,50,57)(H,51,59)(H,60,61)(H4,40,41,43)/t22-,25-,26-,27-,28-,29-,30-/m0/s1

Standard InChI Key:  GABSZZSRZOLWKL-ODKJCKIQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089591

   Ac-Ser-His-Lys-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: 866.03

Molecular Weight (Monoisotopic): 865.5134

AlogP: -3.05

#Rotatable Bonds: 29

Polar Surface Area: 377.83

Molecular Species: ZWITTERION

HBA: 12

HBD: 14

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.94

CX Basic pKa: 11.72

CX LogP: -6.14

CX LogD: -8.64

Aromatic Rings: 1

Heavy Atoms: 61

QED Weighted: 0.02

Np Likeness Score: 0.18

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