(6S,9S,12S,15S,18S,21S,24S)-21-((1H-imidazol-5-yl)methyl)-1-amino-18-benzyl-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: ALA1089588

PubChem CID: 46883586

Max Phase: Preclinical

Molecular Formula: C41H64N12O10

Molecular Weight: 885.04

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](Cc1ccccc1)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/C41H64N12O10/c1-22(2)15-29(35(57)47-24(5)34(56)49-28(40(62)63)13-10-14-45-41(42)43)50-36(58)30(16-23(3)4)51-37(59)31(17-26-11-8-7-9-12-26)52-38(60)32(18-27-19-44-21-46-27)53-39(61)33(20-54)48-25(6)55/h7-9,11-12,19,21-24,28-33,54H,10,13-18,20H2,1-6H3,(H,44,46)(H,47,57)(H,48,55)(H,49,56)(H,50,58)(H,51,59)(H,52,60)(H,53,61)(H,62,63)(H4,42,43,45)/t24-,28-,29-,30-,31-,32-,33-/m0/s1

Standard InChI Key:  XMHSAJCVCJFTJX-JKRCYJHESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089588

   Ac-Ser-His-Phe-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: 885.04

Molecular Weight (Monoisotopic): 884.4868

AlogP: -1.94

#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: 11.71

CX LogP: -4.19

CX LogD: -4.25

Aromatic Rings: 2

Heavy Atoms: 63

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