(S)-acetoxymethyl 5-morpholino-2-(3-(naphthalen-2-yl)acrylamido)-5-oxopentanoate

ID: ALA4518987

PubChem CID: 132496931

Max Phase: Preclinical

Molecular Formula: C25H28N2O7

Molecular Weight: 468.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)OCOC(=O)[C@H](CCC(=O)N1CCOCC1)NC(=O)/C=C/c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C25H28N2O7/c1-18(28)33-17-34-25(31)22(9-11-24(30)27-12-14-32-15-13-27)26-23(29)10-7-19-6-8-20-4-2-3-5-21(20)16-19/h2-8,10,16,22H,9,11-15,17H2,1H3,(H,26,29)/b10-7+/t22-/m0/s1

Standard InChI Key:  BPYOREDREOFAKZ-FNNXTJRKSA-N

Molfile:  

 
     RDKit          2D

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   40.3291  -10.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   38.2060  -10.6235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.3291   -9.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   39.6214   -8.9891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   36.0862  -12.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.9679  -11.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2582  -11.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2582  -12.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9641  -13.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7445  -11.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4522  -11.4407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   43.8800  -11.4407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.1599  -12.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 26 27  1  0
 27 28  2  0
 28 29  1  0
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  7 30  1  0
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 32 33  2  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518987

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 468.51

Molecular Weight (Monoisotopic): 468.1897

AlogP: 2.04

#Rotatable Bonds: 9

Polar Surface Area: 111.24

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.84

CX Basic pKa: ┄

CX LogP: 1.66

CX LogD: 1.66

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: -0.26

References

1. Ieda N, Itoh K, Inoue Y, Izumiya Y, Kawaguchi M, Miyata N, Nakagawa H..  (2019)  An irreversible inhibitor of peptidyl-prolyl cis/trans isomerase Pin1 and evaluation of cytotoxicity.,  29  (3): [PMID:30585173] [10.1016/j.bmcl.2018.12.044]

Source

Source(1):

• Scientific Literature