(R)-1-(3-((5-(4-(benzofuran-5-yl)phenyl)-7-oxo-4,6-diazaspiro[2.4]hept-4-en-6-yl)methyl)pyrrolidine-1-carbonyl)cyclopropanecarbonitrile

ID: ALA4130174

PubChem CID: 145960543

Max Phase: Preclinical

Molecular Formula: C29H26N4O3

Molecular Weight: 478.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC1(C(=O)N2CC[C@@H](CN3C(=O)C4(CC4)N=C3c3ccc(-c4ccc5occc5c4)cc3)C2)CC1

Standard InChI:  InChI=1S/C29H26N4O3/c30-18-28(9-10-28)26(34)32-13-7-19(16-32)17-33-25(31-29(11-12-29)27(33)35)21-3-1-20(2-4-21)22-5-6-24-23(15-22)8-14-36-24/h1-6,8,14-15,19H,7,9-13,16-17H2/t19-/m1/s1

Standard InChI Key:  SKEFRAXCEDZKOL-LJQANCHMSA-N

Molfile:  

     RDKit          2D

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   31.1710  -28.2016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   38.8052  -28.8870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8802  -28.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   37.2519  -25.1379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 21 22  1  0
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 15 25  2  0
  7 26  1  0
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  2 35  1  0
 35 36  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4130174

   ---

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: 478.55

Molecular Weight (Monoisotopic): 478.2005

AlogP: 4.37

#Rotatable Bonds: 5

Polar Surface Area: 89.91

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.24

CX LogP: 3.37

CX LogD: 3.37

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.54

Np Likeness Score: -0.53

References

1. Lu T, Schubert C, Cummings MD, Bignan G, Connolly PJ, Smans K, Ludovici D, Parker MH, Meyer C, Rocaboy C, Alexander R, Grasberger B, De Breucker S, Esser N, Fraiponts E, Gilissen R, Janssens B, Peeters D, Van Nuffel L, Vermeulen P, Bischoff J, Meerpoel L..  (2018)  Design and synthesis of a series of bioavailable fatty acid synthase (FASN) KR domain inhibitors for cancer therapy.,  28  (12): [PMID:29779975] [10.1016/j.bmcl.2018.05.014]

Source

Source(1):

• Scientific Literature