(3S,6S,12S,15S,18S)-3-((1H-imidazol-5-yl)methyl)-1-((S)-1-acetylpyrrolidin-2-yl)-18-(3-guanidinopropyl)-6,12-diisobutyl-15-methyl-1,4,7,10,13,16-hexaoxo-2,5,8,11,14,17-hexaazanonadecan-19-oic acid

ID: ALA1089583

PubChem CID: 46883581

Max Phase: Preclinical

Molecular Formula: C36H60N12O9

Molecular Weight: 804.95

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCC[C@H]1C(=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/C36H60N12O9/c1-19(2)13-25(46-33(54)27(15-23-16-39-18-42-23)47-34(55)28-10-8-12-48(28)22(6)49)31(52)41-17-29(50)44-26(14-20(3)4)32(53)43-21(5)30(51)45-24(35(56)57)9-7-11-40-36(37)38/h16,18-21,24-28H,7-15,17H2,1-6H3,(H,39,42)(H,41,52)(H,43,53)(H,44,50)(H,45,51)(H,46,54)(H,47,55)(H,56,57)(H4,37,38,40)/t21-,24-,25-,26-,27-,28-/m0/s1

Standard InChI Key:  HNOBODBWECUFFJ-NICUNNCGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1089583

   Ac-Pro-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: 804.95

Molecular Weight (Monoisotopic): 804.4606

AlogP: -2.04

#Rotatable Bonds: 23

Polar Surface Area: 322.79

Molecular Species: ZWITTERION

HBA: 10

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 21

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.94

CX Basic pKa: 11.50

CX LogP: -5.10

CX LogD: -5.16

Aromatic Rings: 1

Heavy Atoms: 57

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