(2S,5S,8S,11S,14S,17S,20S)-17-((1H-imidazol-5-yl)methyl)-20-amino-11-(2-cyclohexylethyl)-2-(3-guanidinopropyl)-21-hydroxy-8,14-diisobutyl-5-methyl-4,7,10,13,16,19-hexaoxo-3,6,9,12,15,18-hexaazahenicosan-1-oic acid

ID: ALA1089592

PubChem CID: 46883590

Max Phase: Preclinical

Molecular Formula: C40H70N12O9

Molecular Weight: 863.07

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](CCC1CCCCC1)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)[C@@H](N)CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)O

Standard InChI:  InChI=1S/C40H70N12O9/c1-22(2)16-30(36(57)47-24(5)33(54)49-29(39(60)61)12-9-15-45-40(42)43)51-35(56)28(14-13-25-10-7-6-8-11-25)48-37(58)31(17-23(3)4)52-38(59)32(18-26-19-44-21-46-26)50-34(55)27(41)20-53/h19,21-25,27-32,53H,6-18,20,41H2,1-5H3,(H,44,46)(H,47,57)(H,48,58)(H,49,54)(H,50,55)(H,51,56)(H,52,59)(H,60,61)(H4,42,43,45)/t24-,27-,28-,29-,30-,31-,32-/m0/s1

Standard InChI Key:  JCYQBFQTKHGSPK-VDXNIVNJSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089592

   H-Ser-His-Leu-Abu(cHex)-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: 863.07

Molecular Weight (Monoisotopic): 862.5389

AlogP: -1.00

#Rotatable Bonds: 27

Polar Surface Area: 348.73

Molecular Species: ZWITTERION

HBA: 11

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.94

CX Basic pKa: 11.64

CX LogP: -3.10

CX LogD: -3.54

Aromatic Rings: 1

Heavy Atoms: 61

QED Weighted: 0.03

Np Likeness Score: 0.20

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