2-((1R,3S,6S,8aR)-6-((S)-2-amino-5-guanidinopentanamido)-3-(tert-butoxycarbonyl)-5-oxooctahydroindolizin-1-yl)acetic acid

ID: ALA1083696

PubChem CID: 16115221

Max Phase: Preclinical

Molecular Formula: C21H36N6O6

Molecular Weight: 468.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)[C@@H]1C[C@H](CC(=O)O)[C@H]2CC[C@H](NC(=O)[C@@H](N)CCCNC(=N)N)C(=O)N21

Standard InChI:  InChI=1S/C21H36N6O6/c1-21(2,3)33-19(32)15-9-11(10-16(28)29)14-7-6-13(18(31)27(14)15)26-17(30)12(22)5-4-8-25-20(23)24/h11-15H,4-10,22H2,1-3H3,(H,26,30)(H,28,29)(H4,23,24,25)/t11-,12+,13+,14-,15+/m1/s1

Standard InChI Key:  DCMGGXYQQPZFEF-FQKPHLNHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1083696

   2-((1R,3S,6S,8aR)-6-((S)-2-amino-5-guanidinopentanamido)-3-(tert-butoxycarbonyl)-5-oxooctahydroindolizin-1-yl)acetic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 468.56

Molecular Weight (Monoisotopic): 468.2696

AlogP: -0.74

#Rotatable Bonds: 9

Polar Surface Area: 200.93

Molecular Species: ZWITTERION

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.19

CX Basic pKa: 11.93

CX LogP: -3.14

CX LogD: -3.66

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.11

Np Likeness Score: 0.47

References

1. Allen JG, Fotsch C, Babij P..  (2010)  Emerging targets in osteoporosis disease modification.,  53  (11): [PMID:20218623] [10.1021/jm9018756]

Source

Source(1):

• Scientific Literature