NPASS drugs

Drug Information

Drug ID:	NPD1324
Drug Name:
Molecular Formula:	C14H17FN2O3
Canonical SMILES:	CC[C@H]1C(=Nc2c(N1C(=O)OC(C)C)cc(cc2)F)O
Standard InCHI:	InChI=1S/C14H17FN2O3/c1-4-11-13(18)16-10-6-5-9(15)7-12(10)17(11)14(19)20-8(2)3/h5-8,11H,4H2,1-3H3,(H,16,18)/t11-/m0/s1
Standard InCHIKey:	KELNNWMENBUHNS-NSHDSACASA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1324

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	87
0.1-0.2	2148
0.2-0.3	12840
0.3-0.4	11110
0.4-0.5	3295
0.5-0.6	1350
0.6-0.7	60
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.6731	NPC94167
Remote Similarity	0.6731	NPC172937
Remote Similarity	0.6691	NPC283130
Remote Similarity	0.6691	NPC328683
Remote Similarity	0.6667	NPC287358
Remote Similarity	0.6582	NPC104345
Remote Similarity	0.6581	NPC15839
Remote Similarity	0.6552	NPC53044
Remote Similarity	0.6489	NPC20322
Remote Similarity	0.6452	NPC476483
Remote Similarity	0.6442	NPC300631
Remote Similarity	0.641	NPC307456
Remote Similarity	0.6398	NPC68650
Remote Similarity	0.6392	NPC471132
Remote Similarity	0.6389	NPC476950
Remote Similarity	0.6357	NPC316582
Remote Similarity	0.6351	NPC184437
Remote Similarity	0.6338	NPC474082
Remote Similarity	0.6338	NPC175726
Remote Similarity	0.6324	NPC296163
Remote Similarity	0.6323	NPC324445
Remote Similarity	0.6279	NPC326792
Remote Similarity	0.6259	NPC192209
Remote Similarity	0.6235	NPC154478
Remote Similarity	0.6216	NPC325479
Remote Similarity	0.6214	NPC228515
Remote Similarity	0.6212	NPC313362
Remote Similarity	0.6211	NPC84317
Remote Similarity	0.6207	NPC250476
Remote Similarity	0.6202	NPC75496
Remote Similarity	0.6196	NPC27904
Remote Similarity	0.6187	NPC285926
Remote Similarity	0.6187	NPC14672
Remote Similarity	0.6187	NPC315276
Remote Similarity	0.6183	NPC474430
Remote Similarity	0.6178	NPC254798
Remote Similarity	0.6164	NPC469949
Remote Similarity	0.6159	NPC33742
Remote Similarity	0.6154	NPC252878
Remote Similarity	0.6143	NPC31651
Remote Similarity	0.6118	NPC122553
Remote Similarity	0.6111	NPC46427
Remote Similarity	0.6111	NPC315257
Remote Similarity	0.6107	NPC476689
Remote Similarity	0.6107	NPC291610
Remote Similarity	0.6107	NPC476687
Remote Similarity	0.6107	NPC476685
Remote Similarity	0.6104	NPC470301
Remote Similarity	0.6099	NPC220698
Remote Similarity	0.6081	NPC226662
Remote Similarity	0.6081	NPC314431
Remote Similarity	0.6071	NPC470544
Remote Similarity	0.6028	NPC313449
Remote Similarity	0.6028	NPC470545
Remote Similarity	0.6014	NPC476990
Remote Similarity	0.6013	NPC478039
Remote Similarity	0.6	NPC246079
Remote Similarity	0.6	NPC470003
Remote Similarity	0.6	NPC22082
Remote Similarity	0.6	NPC186284
Remote Similarity	0.5988	NPC14849
Remote Similarity	0.5987	NPC314186
Remote Similarity	0.5986	NPC470546
Remote Similarity	0.5975	NPC212799
Remote Similarity	0.5974	NPC163392
Remote Similarity	0.5974	NPC239762
Remote Similarity	0.5972	NPC314192
Remote Similarity	0.5972	NPC202521
Remote Similarity	0.5971	NPC187036
Remote Similarity	0.597	NPC313810
Remote Similarity	0.5957	NPC239357
Remote Similarity	0.5956	NPC164802
Remote Similarity	0.5954	NPC131450
Remote Similarity	0.5954	NPC182057
Remote Similarity	0.5954	NPC147298
Remote Similarity	0.5952	NPC78154
Remote Similarity	0.5948	NPC68865
Remote Similarity	0.5948	NPC325599
Remote Similarity	0.5948	NPC471265
Remote Similarity	0.5948	NPC127741
Remote Similarity	0.5948	NPC471264
Remote Similarity	0.5946	NPC319766
Remote Similarity	0.5933	NPC231382
Remote Similarity	0.5928	NPC189116
Remote Similarity	0.5924	NPC313421
Remote Similarity	0.592	NPC91179
Remote Similarity	0.5918	NPC325013
Remote Similarity	0.5912	NPC472100
Remote Similarity	0.5909	NPC178662
Remote Similarity	0.5909	NPC476133
Remote Similarity	0.5909	NPC98424
Remote Similarity	0.5909	NPC470884
Remote Similarity	0.5909	NPC92784
Remote Similarity	0.5909	NPC328029
Remote Similarity	0.5906	NPC469666
Remote Similarity	0.5906	NPC150863
Remote Similarity	0.5902	NPC134825
Remote Similarity	0.5897	NPC161069
Remote Similarity	0.5896	NPC28848
Remote Similarity	0.5896	NPC14325
Remote Similarity	0.5891	NPC303045
Remote Similarity	0.5891	NPC161972
Remote Similarity	0.589	NPC6975
Remote Similarity	0.5889	NPC129909
Remote Similarity	0.5887	NPC288232
Remote Similarity	0.5887	NPC143156
Remote Similarity	0.5875	NPC13470
Remote Similarity	0.5872	NPC328611
Remote Similarity	0.5871	NPC307357
Remote Similarity	0.5871	NPC268841
Remote Similarity	0.5871	NPC46098
Remote Similarity	0.5868	NPC476231
Remote Similarity	0.5868	NPC133470
Remote Similarity	0.5868	NPC191863
Remote Similarity	0.5868	NPC289776
Remote Similarity	0.5868	NPC472120
Remote Similarity	0.5868	NPC472101
Remote Similarity	0.5868	NPC472117
Remote Similarity	0.5862	NPC11126
Remote Similarity	0.5862	NPC71684
Remote Similarity	0.586	NPC238499
Remote Similarity	0.5857	NPC35850
Remote Similarity	0.5857	NPC276949
Remote Similarity	0.5849	NPC470824
Remote Similarity	0.5839	NPC7817
Remote Similarity	0.5839	NPC475168
Remote Similarity	0.5833	NPC469427
Remote Similarity	0.5833	NPC263493
Remote Similarity	0.5833	NPC138293
Remote Similarity	0.5833	NPC291962
Remote Similarity	0.5833	NPC269398
Remote Similarity	0.5833	NPC113056
Remote Similarity	0.5833	NPC177684
Remote Similarity	0.5833	NPC469426
Remote Similarity	0.5833	NPC168113
Remote Similarity	0.5827	NPC92689
Remote Similarity	0.5823	NPC209509
Remote Similarity	0.5819	NPC228835
Remote Similarity	0.5817	NPC248283
Remote Similarity	0.5816	NPC205652
Remote Similarity	0.5811	NPC474926
Remote Similarity	0.5811	NPC474479
Remote Similarity	0.5808	NPC320064
Remote Similarity	0.5806	NPC229477
Remote Similarity	0.5806	NPC77992
Remote Similarity	0.5805	NPC326575
Remote Similarity	0.5799	NPC471130
Remote Similarity	0.5797	NPC255721
Remote Similarity	0.5797	NPC470127
Remote Similarity	0.5796	NPC471164
Remote Similarity	0.5796	NPC197682
Remote Similarity	0.5796	NPC139326
Remote Similarity	0.5796	NPC176226
Remote Similarity	0.5794	NPC297532
Remote Similarity	0.5793	NPC161956
Remote Similarity	0.5793	NPC200964
Remote Similarity	0.5793	NPC258531
Remote Similarity	0.5793	NPC281094
Remote Similarity	0.5793	NPC112373
Remote Similarity	0.5789	NPC207428
Remote Similarity	0.5787	NPC307396
Remote Similarity	0.5786	NPC262077
Remote Similarity	0.5786	NPC260601
Remote Similarity	0.5782	NPC477163
Remote Similarity	0.5781	NPC226438
Remote Similarity	0.5781	NPC245259
Remote Similarity	0.578	NPC469938
Remote Similarity	0.578	NPC248862
Remote Similarity	0.5779	NPC300299
Remote Similarity	0.5772	NPC322433
Remote Similarity	0.5771	NPC133261
Remote Similarity	0.5769	NPC476259
Remote Similarity	0.5767	NPC314223
Remote Similarity	0.5767	NPC314930
Remote Similarity	0.5767	NPC154602
Remote Similarity	0.5767	NPC214827
Remote Similarity	0.5766	NPC76327
Remote Similarity	0.5765	NPC472115
Remote Similarity	0.5765	NPC472114
Remote Similarity	0.5762	NPC472245
Remote Similarity	0.5762	NPC280807
Remote Similarity	0.5762	NPC9856
Remote Similarity	0.5759	NPC52748
Remote Similarity	0.5759	NPC476978
Remote Similarity	0.5758	NPC470507
Remote Similarity	0.5756	NPC355
Remote Similarity	0.5754	NPC311858
Remote Similarity	0.5752	NPC287401
Remote Similarity	0.575	NPC138775
Remote Similarity	0.5747	NPC24594
Remote Similarity	0.5747	NPC472122
Remote Similarity	0.5745	NPC182507
Remote Similarity	0.5732	NPC470902
Remote Similarity	0.5732	NPC243162
Remote Similarity	0.5732	NPC315051
Remote Similarity	0.5732	NPC285381
Remote Similarity	0.5723	NPC201244
Remote Similarity	0.5723	NPC477217
Remote Similarity	0.5723	NPC5620
Remote Similarity	0.5723	NPC471680

Drug Structure

NPD1324 OpenBabel08211700192D 21 22 0 0 1 0 0 0 0 0999 V2000 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 8 1 0 0 0 0 3 8 1 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 9 2 0 0 0 0 7 12 1 0 0 0 0 8 20 1 0 0 0 0 9 15 1 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 4 1 6 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 17 1 0 0 0 0 13 16 2 0 0 0 0 13 18 1 0 0 0 0 14 17 1 0 0 0 0 14 19 2 0 0 0 0 14 20 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC012436
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	154048
ChEBI
CAS Number

Drug Properties

Molecular Weight	280.12
ALogP	-0.0275
MLogP	2.34
XLogP	3.376
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	62.13
RO5 Violation	0