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

ID: ALA1089589

PubChem CID: 46883587

Max Phase: Preclinical

Molecular Formula: C35H60N12O10

Molecular Weight: 808.94

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](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/C35H60N12O10/c1-17(2)11-24(30(52)41-19(5)28(50)44-23(34(56)57)9-8-10-39-35(36)37)46-32(54)25(12-18(3)4)45-29(51)20(6)42-31(53)26(13-22-14-38-16-40-22)47-33(55)27(15-48)43-21(7)49/h14,16-20,23-27,48H,8-13,15H2,1-7H3,(H,38,40)(H,41,52)(H,42,53)(H,43,49)(H,44,50)(H,45,51)(H,46,54)(H,47,55)(H,56,57)(H4,36,37,39)/t19-,20-,23-,24-,25-,26-,27-/m0/s1

Standard InChI Key:  NQOZTPHGDZQGJU-MTSFBONFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089589

   Ac-Ser-His-Ala-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: 808.94

Molecular Weight (Monoisotopic): 808.4555

AlogP: -3.16

#Rotatable Bonds: 25

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: 11.71

CX LogP: -5.85

CX LogD: -5.91

Aromatic Rings: 1

Heavy Atoms: 57

QED Weighted: 0.03

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