(6S,9S,12S,18S,21S,24S)-21-((1H-imidazol-5-yl)methyl)-1-amino-24-(4-hydroxybenzyl)-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: ALA1089579

PubChem CID: 46883577

Max Phase: Preclinical

Molecular Formula: C40H62N12O10

Molecular Weight: 871.01

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](Cc1ccc(O)cc1)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/C40H62N12O10/c1-21(2)14-29(51-38(60)32(17-26-18-43-20-46-26)52-37(59)31(48-24(6)53)16-25-9-11-27(54)12-10-25)35(57)45-19-33(55)49-30(15-22(3)4)36(58)47-23(5)34(56)50-28(39(61)62)8-7-13-44-40(41)42/h9-12,18,20-23,28-32,54H,7-8,13-17,19H2,1-6H3,(H,43,46)(H,45,57)(H,47,58)(H,48,53)(H,49,55)(H,50,56)(H,51,60)(H,52,59)(H,61,62)(H4,41,42,44)/t23-,28-,29-,30-,31-,32-/m0/s1

Standard InChI Key:  CFIBLJXYRHQOCO-HUZZHFCNSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089579

   Ac-Tyr-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: 871.01

Molecular Weight (Monoisotopic): 870.4712

AlogP: -1.59

#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: 11.57

CX LogP: -4.04

CX LogD: -4.08

Aromatic Rings: 2

Heavy Atoms: 62

QED Weighted: 0.03

Np Likeness Score: 0.03

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