(S)-5-((6-methoxy-1-oxoisoindolin-2-yl)methyl)-5-(4-(trifluoromethyl)furo[3,2-c]pyridin-2-yl)imidazolidine-2,4-dione

ID: ALA4104084

PubChem CID: 70232814

Max Phase: Preclinical

Molecular Formula: C21H15F3N4O5

Molecular Weight: 460.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)C(=O)N(C[C@@]1(c3cc4c(C(F)(F)F)nccc4o3)NC(=O)NC1=O)C2

Standard InChI:  InChI=1S/C21H15F3N4O5/c1-32-11-3-2-10-8-28(17(29)12(10)6-11)9-20(18(30)26-19(31)27-20)15-7-13-14(33-15)4-5-25-16(13)21(22,23)24/h2-7H,8-9H2,1H3,(H2,26,27,30,31)/t20-/m0/s1

Standard InChI Key:  CHCOFDMLMLXFJJ-FQEVSTJZSA-N

Molfile:  

     RDKit          2D

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   10.4818  -12.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7647  -11.7473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0617  -12.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4104084

   (5S)-5-[(5-methoxy-3-oxo-1H-isoindol-2-yl)methyl]-5-[4-(trifluoromethyl)furo[3,2-c]pyridin-2-yl]imidazolidine-2,4-dione

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: 460.37

Molecular Weight (Monoisotopic): 460.0995

AlogP: 2.55

#Rotatable Bonds: 4

Polar Surface Area: 113.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.60

CX Basic pKa: 0.34

CX LogP: 1.38

CX LogD: 1.35

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.58

Np Likeness Score: -0.34

References

1. Tong L, Kim SH, Rosner K, Yu W, Shankar BB, Chen L, Li D, Dai C, Girijavallabhan V, Popovici-Muller J, Yang L, Zhou G, Kosinski A, Siddiqui MA, Shih NY, Guo Z, Orth P, Chen S, Lundell D, Niu X, Umland S, Kozlowski JA..  (2017)  Fused bi-heteroaryl substituted hydantoin compounds as TACE inhibitors.,  27  (14): [PMID:28558971] [10.1016/j.bmcl.2017.05.062]

Source

Source(1):

• Scientific Literature