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

ID: ALA1089584

PubChem CID: 46883582

Max Phase: Preclinical

Molecular Formula: C38H66N12O10

Molecular Weight: 851.02

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](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/C38H66N12O10/c1-19(2)12-26(32(54)44-22(7)31(53)46-25(37(59)60)10-9-11-42-38(39)40)47-33(55)27(13-20(3)4)48-34(56)28(14-21(5)6)49-35(57)29(15-24-16-41-18-43-24)50-36(58)30(17-51)45-23(8)52/h16,18-22,25-30,51H,9-15,17H2,1-8H3,(H,41,43)(H,44,54)(H,45,52)(H,46,53)(H,47,55)(H,48,56)(H,49,57)(H,50,58)(H,59,60)(H4,39,40,42)/t22-,25-,26-,27-,28-,29-,30-/m0/s1

Standard InChI Key:  BSTMGEDUTBOWMA-ODKJCKIQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089584

   Ac-Ser-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: 851.02

Molecular Weight (Monoisotopic): 850.5025

AlogP: -2.14

#Rotatable Bonds: 27

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: -4.59

CX LogD: -4.65

Aromatic Rings: 1

Heavy Atoms: 60

QED Weighted: 0.03

Np Likeness Score: 0.11

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