(6S,9S,12S,18S,21S,24S)-21-((1H-imidazol-5-yl)methyl)-1-amino-24-(4-aminobutyl)-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: ALA1089580

PubChem CID: 46883578

Max Phase: Preclinical

Molecular Formula: C37H65N13O9

Molecular Weight: 836.01

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CCCCN)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/C37H65N13O9/c1-20(2)14-27(49-35(57)29(16-24-17-41-19-44-24)50-33(55)25(46-23(6)51)10-7-8-12-38)32(54)43-18-30(52)47-28(15-21(3)4)34(56)45-22(5)31(53)48-26(36(58)59)11-9-13-42-37(39)40/h17,19-22,25-29H,7-16,18,38H2,1-6H3,(H,41,44)(H,43,54)(H,45,56)(H,46,51)(H,47,52)(H,48,53)(H,49,57)(H,50,55)(H,58,59)(H4,39,40,42)/t22-,25-,26-,27-,28-,29-/m0/s1

Standard InChI Key:  ZXZKXAONMHNDDB-AGEVTBPVSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089580

   Ac-Lys-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: 836.01

Molecular Weight (Monoisotopic): 835.5028

AlogP: -2.41

#Rotatable Bonds: 28

Polar Surface Area: 357.60

Molecular Species: ZWITTERION

HBA: 11

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.94

CX Basic pKa: 11.58

CX LogP: -5.63

CX LogD: -8.16

Aromatic Rings: 1

Heavy Atoms: 59

QED Weighted: 0.02

Np Likeness Score: 0.04

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