4-((4-((S)-2-((S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxamido)-5-guanidinopentanamido)benzyloxy)carbonylamino)-1-hydroxybutane-1,1-diyldiphosphonic acid

ID: ALA4098966

PubChem CID: 129110487

Max Phase: Preclinical

Molecular Formula: C31H45N7O13P2

Molecular Weight: 785.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@@H]1CCCN1C(=O)OCc1ccccc1)C(=O)Nc1ccc(COC(=O)NCCCC(O)(P(=O)(O)O)P(=O)(O)O)cc1

Standard InChI:  InChI=1S/C31H45N7O13P2/c32-28(33)34-16-4-9-24(37-27(40)25-10-5-18-38(25)30(42)51-20-21-7-2-1-3-8-21)26(39)36-23-13-11-22(12-14-23)19-50-29(41)35-17-6-15-31(43,52(44,45)46)53(47,48)49/h1-3,7-8,11-14,24-25,43H,4-6,9-10,15-20H2,(H,35,41)(H,36,39)(H,37,40)(H4,32,33,34)(H2,44,45,46)(H2,47,48,49)/t24-,25-/m0/s1

Standard InChI Key:  FDQCAKSAVGZLLI-DQEYMECFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4098966

   ---

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: 785.69

Molecular Weight (Monoisotopic): 785.2551

AlogP: 1.18

#Rotatable Bonds: 18

Polar Surface Area: 323.26

Molecular Species: ZWITTERION

HBA: 10

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 20

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.69

CX Basic pKa: 11.76

CX LogP: -0.89

CX LogD: -3.25

Aromatic Rings: 2

Heavy Atoms: 53

QED Weighted: 0.04

Np Likeness Score: -0.40

References

1. Xie H, Chen G, Young RN..  (2017)  Design, Synthesis, and Pharmacokinetics of a Bone-Targeting Dual-Action Prodrug for the Treatment of Osteoporosis.,  60  (16): [PMID:28699744] [10.1021/acs.jmedchem.6b00951]

Source

Source(1):

• Scientific Literature