(6S,9S,12S,18S,21S,24S)-21-((1H-imidazol-5-yl)methyl)-1-amino-24-benzyl-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: ALA1089577

PubChem CID: 46883575

Max Phase: Preclinical

Molecular Formula: C40H62N12O9

Molecular Weight: 855.01

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](Cc1ccccc1)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/C40H62N12O9/c1-22(2)15-29(51-38(59)32(18-27-19-43-21-46-27)52-37(58)31(48-25(6)53)17-26-11-8-7-9-12-26)35(56)45-20-33(54)49-30(16-23(3)4)36(57)47-24(5)34(55)50-28(39(60)61)13-10-14-44-40(41)42/h7-9,11-12,19,21-24,28-32H,10,13-18,20H2,1-6H3,(H,43,46)(H,45,56)(H,47,57)(H,48,53)(H,49,54)(H,50,55)(H,51,59)(H,52,58)(H,60,61)(H4,41,42,44)/t24-,28-,29-,30-,31-,32-/m0/s1

Standard InChI Key:  JLECVDHMCAOATR-KNIQQNQGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089577

   Ac-Phe-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: 855.01

Molecular Weight (Monoisotopic): 854.4763

AlogP: -1.30

#Rotatable Bonds: 26

Polar Surface Area: 331.58

Molecular Species: ZWITTERION

HBA: 10

HBD: 12

#RO5 Violations: 2

HBA (Lipinski): 21

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.94

CX Basic pKa: 11.55

CX LogP: -3.71

CX LogD: -3.77

Aromatic Rings: 2

Heavy Atoms: 61

QED Weighted: 0.03

Np Likeness Score: -0.07

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