(6S,9S,12S,18S,21S,24S)-21-((1H-imidazol-5-yl)methyl)-1-amino-24-(4-fluorobenzyl)-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: ALA1089578

PubChem CID: 46883576

Max Phase: Preclinical

Molecular Formula: C40H61FN12O9

Molecular Weight: 873.00

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](Cc1ccc(F)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/C40H61FN12O9/c1-21(2)14-29(52-38(60)32(17-27-18-44-20-47-27)53-37(59)31(49-24(6)54)16-25-9-11-26(41)12-10-25)35(57)46-19-33(55)50-30(15-22(3)4)36(58)48-23(5)34(56)51-28(39(61)62)8-7-13-45-40(42)43/h9-12,18,20-23,28-32H,7-8,13-17,19H2,1-6H3,(H,44,47)(H,46,57)(H,48,58)(H,49,54)(H,50,55)(H,51,56)(H,52,60)(H,53,59)(H,61,62)(H4,42,43,45)/t23-,28-,29-,30-,31-,32-/m0/s1

Standard InChI Key:  IKABFSOLDJYNPS-HUZZHFCNSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089578

   Ac-Phe(4-F)-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: 873.00

Molecular Weight (Monoisotopic): 872.4668

AlogP: -1.16

#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: 11.53

CX LogP: -3.57

CX LogD: -3.63

Aromatic Rings: 2

Heavy Atoms: 62

QED Weighted: 0.03

Np Likeness Score: -0.19

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