(S)-N-((3R,6S,9S,15S,20aS)-6-((1H-indol-2-yl)methyl)-3-(cyclohexylmethyl)-9-(3-guanidinopropyl)-1,4,7,10,16-pentaoxoicosahydropyrrolo[1,2-a][1,4,7,10,13]pentaazacyclooctadecin-15-yl)-2-acetamido-3-phenylpropanamide

ID: ALA3735014

PubChem CID: 127036338

Max Phase: Preclinical

Molecular Formula: C47H65N11O7

Molecular Weight: 896.11

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H]1CCCNC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc2cc3ccccc3[nH]2)NC(=O)[C@@H](CC2CCCCC2)NC(=O)[C@@H]2CCCN2C1=O

Standard InChI:  InChI=1S/C47H65N11O7/c1-29(59)52-37(25-30-13-4-2-5-14-30)42(61)55-36-20-11-22-50-41(60)35(19-10-23-51-47(48)49)54-44(63)39(28-33-27-32-17-8-9-18-34(32)53-33)56-43(62)38(26-31-15-6-3-7-16-31)57-45(64)40-21-12-24-58(40)46(36)65/h2,4-5,8-9,13-14,17-18,27,31,35-40,53H,3,6-7,10-12,15-16,19-26,28H2,1H3,(H,50,60)(H,52,59)(H,54,63)(H,55,61)(H,56,62)(H,57,64)(H4,48,49,51)/t35-,36-,37-,38+,39-,40-/m0/s1

Standard InChI Key:  OSOJDVJFXPZECQ-HPSWDUTRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3735014

   ---

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: 896.11

Molecular Weight (Monoisotopic): 895.5068

AlogP: 1.53

#Rotatable Bonds: 13

Polar Surface Area: 272.60

Molecular Species: BASE

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.74

CX Basic pKa: 12.04

CX LogP: 0.05

CX LogD: -1.77

Aromatic Rings: 3

Heavy Atoms: 65

QED Weighted: 0.07

Np Likeness Score: 0.24

References

1. Singh R, Reed AN, Chu P, Scully CC, Yau MK, Suen JY, Durek T, Reid RC, Fairlie DP..  (2015)  Potent complement C3a receptor agonists derived from oxazole amino acids: Structure-activity relationships.,  25  (23): [PMID:26522948] [10.1016/j.bmcl.2015.10.038]

Source

Source(1):

• Scientific Literature