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

ID: ALA1089587

PubChem CID: 46883585

Max Phase: Preclinical

Molecular Formula: C37H64N12O10

Molecular Weight: 836.99

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(=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)C(C)C

Standard InChI:  InChI=1S/C37H64N12O10/c1-18(2)12-25(31(53)43-21(7)30(52)45-24(36(58)59)10-9-11-41-37(38)39)46-32(54)26(13-19(3)4)48-35(57)29(20(5)6)49-33(55)27(14-23-15-40-17-42-23)47-34(56)28(16-50)44-22(8)51/h15,17-21,24-29,50H,9-14,16H2,1-8H3,(H,40,42)(H,43,53)(H,44,51)(H,45,52)(H,46,54)(H,47,56)(H,48,57)(H,49,55)(H,58,59)(H4,38,39,41)/t21-,24-,25-,26-,27-,28-,29-/m0/s1

Standard InChI Key:  TXNPKPYKEBOSKQ-VNPODFCCSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089587

   Ac-Ser-His-Val-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: 836.99

Molecular Weight (Monoisotopic): 836.4868

AlogP: -2.53

#Rotatable Bonds: 26

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: -4.96

CX LogD: -5.02

Aromatic Rings: 1

Heavy Atoms: 59

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