(S)-5-(7-fluorofuro[3,2-c]pyridin-2-yl)-5-((6-methoxy-1-oxoisoindolin-2-yl)methyl)imidazolidine-2,4-dione

Names and Identifiers

Canonical SMILES: COc1ccc2c(c1)C(=O)N(C[C@@]1(c3cc4cncc(F)c4o3)NC(=O)NC1=O)C2

Standard InChI: InChI=1S/C20H15FN4O5/c1-29-12-3-2-10-8-25(17(26)13(10)5-12)9-20(18(27)23-19(28)24-20)15-4-11-6-22-7-14(21)16(11)30-15/h2-7H,8-9H2,1H3,(H2,23,24,27,28)/t20-/m0/s1

Standard InChI Key: GMSRLCIXQIMHEQ-FQEVSTJZSA-N

Molfile:

     RDKit          2D

 30 34  0  0  0  0  0  0  0  0999 V2000
    8.9974  -14.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5929  -15.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4099  -15.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5239  -15.9518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3411  -15.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9325  -14.6929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2738  -15.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8225  -15.8724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4994  -16.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6406  -15.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1828  -15.3393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8152  -16.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1116  -17.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1166  -17.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8245  -18.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5288  -17.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5203  -17.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2406  -18.3614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2489  -19.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8221  -16.6124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4965  -14.9229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8089  -14.3673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6603  -13.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2587  -13.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9712  -13.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6771  -13.1530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6717  -12.3331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9545  -11.9289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2516  -12.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3875  -13.5569    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  3  2  1  0
  4  5  1  0
  5  2  1  0
  2  6  1  0
  6  7  1  0
  7  4  1  0
  3  8  1  0
  8  9  1  0
  9 13  1  0
 12 10  1  0
 10  8  1  0
 10 11  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 16 18  1  0
 18 19  1  0
  5 20  2  0
  7 21  2  0
  1 22  1  0
 22 25  1  0
 24 23  1  0
 23  1  2  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 26 30  1  0
M  END

Alternative Forms

Parent:

ALA4094984
(5S)-5-(7-fluorofuro[3,2-c]pyridin-2-yl)-5-[(5-methoxy-3-oxo-1H-isoindol-2-yl)methyl]imidazolidine-2,4-dione

Associated Targets(Human)

ADAM17 Tchem ADAM17 (3550 Activities)

Discover Target: ADAM17

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Blood (2950 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 410.36	Molecular Weight (Monoisotopic): 410.1026	AlogP: 1.67	#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: 8.62	CX Basic pKa: 1.52	CX LogP: 0.26	CX LogD: 0.23
Aromatic Rings: 3	Heavy Atoms: 30	QED Weighted: 0.63	Np Likeness Score: -0.35

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