[3H]-4-(((R,E)-4-((R)-1-(7-ethoxy-7-oxoheptyl)-5-oxopyrrolidin-2-yl)-1,1-difluoro-1-phenylbut-3-en-2-yloxy)carbonylamino)-1-hydroxybutane-1,1-diphosphoric acid

ID: ALA2092898

PubChem CID: 70691289

Max Phase: Preclinical

Molecular Formula: C28H42F2N2O12P2

Molecular Weight: 698.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [3H]C([3H])([3H])COC(=O)CCCCCCN1C(=O)CC[C@@H]1/C=C/[C@@H](OC(=O)NCCCC(O)(P(=O)(O)O)P(=O)(O)O)C(F)(F)c1ccccc1

Standard InChI:  InChI=1S/C28H42F2N2O12P2/c1-2-43-25(34)13-8-3-4-9-20-32-22(15-17-24(32)33)14-16-23(28(29,30)21-11-6-5-7-12-21)44-26(35)31-19-10-18-27(36,45(37,38)39)46(40,41)42/h5-7,11-12,14,16,22-23,36H,2-4,8-10,13,15,17-20H2,1H3,(H,31,35)(H2,37,38,39)(H2,40,41,42)/b16-14+/t22-,23+/m0/s1/i1T3

Standard InChI Key:  BGRJEZNNRNOXJX-YITSXFCGSA-N

Molfile:  

     RDKit          2D

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M  ISO  3  47   3  48   3  49   3
M  END

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: 698.59

Molecular Weight (Monoisotopic): 698.2181

AlogP: 3.72

#Rotatable Bonds: 19

Polar Surface Area: 220.23

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.70

CX Basic pKa: ┄

CX LogP: 2.01

CX LogD: -2.92

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.05

Np Likeness Score: -0.02

References

1. Arns S, Gibe R, Moreau A, Monzur Morshed M, Young RN..  (2012)  Design and synthesis of novel bone-targeting dual-action pro-drugs for the treatment and reversal of osteoporosis.,  20  (6): [PMID:22341574] [10.1016/j.bmc.2012.01.024]

Source

Source(1):

• Scientific Literature