(6S,9S,12S,15S,18S,21S,24S)-21-((1H-imidazol-5-yl)methyl)-1-amino-18-butyl-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: ALA1089585

PubChem CID: 46883583

Max Phase: Preclinical

Molecular Formula: C38H66N12O10

Molecular Weight: 851.02

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CCCC[C@H](NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)[C@H](CO)NC(C)=O)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/C38H66N12O10/c1-8-9-11-25(46-35(57)29(16-24-17-41-19-43-24)50-36(58)30(18-51)45-23(7)52)32(54)48-28(15-21(4)5)34(56)49-27(14-20(2)3)33(55)44-22(6)31(53)47-26(37(59)60)12-10-13-42-38(39)40/h17,19-22,25-30,51H,8-16,18H2,1-7H3,(H,41,43)(H,44,55)(H,45,52)(H,46,57)(H,47,53)(H,48,54)(H,49,56)(H,50,58)(H,59,60)(H4,39,40,42)/t22-,25-,26-,27-,28-,29-,30-/m0/s1

Standard InChI Key:  RRSFEYSWMRFZBB-ODKJCKIQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089585

   Ac-Ser-His-Nle-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: 851.02

Molecular Weight (Monoisotopic): 850.5025

AlogP: -1.99

#Rotatable Bonds: 28

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: 11.73

CX LogP: -4.44

CX LogD: -4.49

Aromatic Rings: 1

Heavy Atoms: 60

QED Weighted: 0.02

Np Likeness Score: 0.12

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