NPASS drugs

Drug Information

Drug ID:	NPD1187
Drug Name:	NS-1608
Molecular Formula:	C14H10ClF3N2O2
Canonical SMILES:	Clc1ccc(c(c1)NC(=Nc1cccc(c1)C(F)(F)F)O)O
Standard InCHI:	InChI=1S/C14H10ClF3N2O2/c15-9-4-5-12(21)11(7-9)20-13(22)19-10-3-1-2-8(6-10)14(16,17)18/h1-7,21H,(H2,19,20,22)
Standard InCHIKey:	KRHJDJMOIKRPNN-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1187

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	302
0.1-0.2	3490
0.2-0.3	9674
0.3-0.4	8455
0.4-0.5	7718
0.5-0.6	1214
0.6-0.7	37
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	0.6813	NPC471785
Remote Similarity	0.681	NPC47986
Remote Similarity	0.6768	NPC314113
Remote Similarity	0.6687	NPC313466
Remote Similarity	0.6667	NPC255721
Remote Similarity	0.6623	NPC222982
Remote Similarity	0.6597	NPC311660
Remote Similarity	0.6455	NPC295287
Remote Similarity	0.6298	NPC238430
Remote Similarity	0.6221	NPC473874
Remote Similarity	0.6213	NPC314252
Remote Similarity	0.62	NPC76327
Remote Similarity	0.6198	NPC18890
Remote Similarity	0.6182	NPC476689
Remote Similarity	0.6182	NPC476685
Remote Similarity	0.6182	NPC476687
Remote Similarity	0.6134	NPC92803
Remote Similarity	0.6122	NPC70201
Remote Similarity	0.6118	NPC181526
Remote Similarity	0.6108	NPC267237
Remote Similarity	0.6105	NPC272375
Remote Similarity	0.6099	NPC292143
Remote Similarity	0.6099	NPC139506
Remote Similarity	0.6095	NPC126637
Remote Similarity	0.6094	NPC314573
Remote Similarity	0.6092	NPC146370
Remote Similarity	0.6078	NPC9336
Remote Similarity	0.6062	NPC232872
Remote Similarity	0.6054	NPC471778
Remote Similarity	0.6036	NPC237227
Remote Similarity	0.6032	NPC474815
Remote Similarity	0.6031	NPC230805
Remote Similarity	0.6023	NPC204156
Remote Similarity	0.6012	NPC184437
Remote Similarity	0.6	NPC478032
Remote Similarity	0.6	NPC256838
Remote Similarity	0.6	NPC315257
Remote Similarity	0.5989	NPC144691
Remote Similarity	0.5987	NPC37584
Remote Similarity	0.598	NPC314948
Remote Similarity	0.598	NPC478049
Remote Similarity	0.5969	NPC144114
Remote Similarity	0.5968	NPC314940
Remote Similarity	0.5968	NPC473764
Remote Similarity	0.5967	NPC469428
Remote Similarity	0.5966	NPC315829
Remote Similarity	0.5965	NPC214988
Remote Similarity	0.5964	NPC471306
Remote Similarity	0.5964	NPC471321
Remote Similarity	0.5964	NPC226662
Remote Similarity	0.5956	NPC224632
Remote Similarity	0.5936	NPC469671
Remote Similarity	0.5936	NPC126676
Remote Similarity	0.5926	NPC473432
Remote Similarity	0.592	NPC60553
Remote Similarity	0.5918	NPC471593
Remote Similarity	0.5914	NPC44161
Remote Similarity	0.5914	NPC33507
Remote Similarity	0.5907	NPC156059
Remote Similarity	0.5906	NPC166667
Remote Similarity	0.5904	NPC474409
Remote Similarity	0.5896	NPC168861
Remote Similarity	0.5888	NPC475411
Remote Similarity	0.5879	NPC318965
Remote Similarity	0.587	NPC79911
Remote Similarity	0.587	NPC199737
Remote Similarity	0.5866	NPC322283
Remote Similarity	0.5851	NPC252590
Remote Similarity	0.5849	NPC147957
Remote Similarity	0.5849	NPC82963
Remote Similarity	0.5848	NPC122542
Remote Similarity	0.5846	NPC150308
Remote Similarity	0.5844	NPC24101
Remote Similarity	0.5844	NPC153690
Remote Similarity	0.5844	NPC96224
Remote Similarity	0.5839	NPC321869
Remote Similarity	0.5838	NPC159319
Remote Similarity	0.5829	NPC278874
Remote Similarity	0.5828	NPC474430
Remote Similarity	0.5824	NPC477889
Remote Similarity	0.582	NPC208060
Remote Similarity	0.582	NPC225381
Remote Similarity	0.582	NPC73280
Remote Similarity	0.5815	NPC231862
Remote Similarity	0.5815	NPC120798
Remote Similarity	0.5815	NPC306366
Remote Similarity	0.5814	NPC316574
Remote Similarity	0.5814	NPC43218
Remote Similarity	0.5813	NPC311737
Remote Similarity	0.5813	NPC38458
Remote Similarity	0.581	NPC241392
Remote Similarity	0.5806	NPC204179
Remote Similarity	0.58	NPC29601
Remote Similarity	0.5799	NPC48909
Remote Similarity	0.5795	NPC323798
Remote Similarity	0.5786	NPC10286
Remote Similarity	0.5786	NPC213
Remote Similarity	0.5784	NPC191863
Remote Similarity	0.5784	NPC57105
Remote Similarity	0.5784	NPC133470
Remote Similarity	0.5784	NPC315214
Remote Similarity	0.5784	NPC47298
Remote Similarity	0.5784	NPC289776
Remote Similarity	0.5781	NPC72980
Remote Similarity	0.5781	NPC88363
Remote Similarity	0.578	NPC476475
Remote Similarity	0.5771	NPC470090
Remote Similarity	0.5767	NPC476688
Remote Similarity	0.5767	NPC105758
Remote Similarity	0.5767	NPC476686
Remote Similarity	0.5754	NPC237649
Remote Similarity	0.5754	NPC300596
Remote Similarity	0.5753	NPC32028
Remote Similarity	0.575	NPC125416
Remote Similarity	0.5746	NPC153769
Remote Similarity	0.5745	NPC208280
Remote Similarity	0.5741	NPC283760
Remote Similarity	0.5735	NPC25897
Remote Similarity	0.5733	NPC125732
Remote Similarity	0.5731	NPC253476
Remote Similarity	0.5724	NPC178902
Remote Similarity	0.5723	NPC118202
Remote Similarity	0.5722	NPC288445
Remote Similarity	0.5722	NPC477891
Remote Similarity	0.5714	NPC137096
Remote Similarity	0.5714	NPC42591
Remote Similarity	0.5714	NPC126481
Remote Similarity	0.5714	NPC43477
Remote Similarity	0.5714	NPC471132
Remote Similarity	0.5714	NPC164664
Remote Similarity	0.5714	NPC192315
Remote Similarity	0.5707	NPC128751
Remote Similarity	0.5707	NPC246700
Remote Similarity	0.5706	NPC470403
Remote Similarity	0.5706	NPC41801
Remote Similarity	0.5706	NPC470394
Remote Similarity	0.5706	NPC317564
Remote Similarity	0.5706	NPC470404
Remote Similarity	0.5706	NPC252817
Remote Similarity	0.5699	NPC316161
Remote Similarity	0.5698	NPC161292
Remote Similarity	0.5694	NPC18348
Remote Similarity	0.5694	NPC477111
Remote Similarity	0.5692	NPC212535
Remote Similarity	0.569	NPC48202
Remote Similarity	0.5686	NPC476167
Remote Similarity	0.5686	NPC128823
Remote Similarity	0.5684	NPC112336
Remote Similarity	0.5684	NPC85482
Remote Similarity	0.5684	NPC474814
Remote Similarity	0.568	NPC325651
Remote Similarity	0.5678	NPC469497
Remote Similarity	0.5678	NPC106833
Remote Similarity	0.5677	NPC44836
Remote Similarity	0.5676	NPC469243
Remote Similarity	0.5673	NPC477113
Remote Similarity	0.5673	NPC208757
Remote Similarity	0.5671	NPC273830
Remote Similarity	0.567	NPC249662
Remote Similarity	0.5668	NPC118511
Remote Similarity	0.5668	NPC204867
Remote Similarity	0.5665	NPC316282
Remote Similarity	0.5663	NPC55038
Remote Similarity	0.5663	NPC315632
Remote Similarity	0.566	NPC264782
Remote Similarity	0.5659	NPC184161
Remote Similarity	0.5657	NPC106688
Remote Similarity	0.5654	NPC259545
Remote Similarity	0.5652	NPC141353
Remote Similarity	0.5646	NPC283117
Remote Similarity	0.5642	NPC470395
Remote Similarity	0.5641	NPC146096
Remote Similarity	0.564	NPC313352
Remote Similarity	0.5638	NPC471178
Remote Similarity	0.5635	NPC313886
Remote Similarity	0.5635	NPC94943
Remote Similarity	0.5635	NPC314002
Remote Similarity	0.5632	NPC287358
Remote Similarity	0.5625	NPC475594
Remote Similarity	0.5625	NPC205652
Remote Similarity	0.5625	NPC95898
Remote Similarity	0.5622	NPC99666
Remote Similarity	0.5621	NPC197680
Remote Similarity	0.5621	NPC259098
Remote Similarity	0.5621	NPC68055
Remote Similarity	0.5619	NPC149402
Remote Similarity	0.5618	NPC477890
Remote Similarity	0.5616	NPC242209
Remote Similarity	0.5615	NPC475983
Remote Similarity	0.5615	NPC59779
Remote Similarity	0.5615	NPC124542
Remote Similarity	0.5615	NPC88970
Remote Similarity	0.5615	NPC471177
Remote Similarity	0.5614	NPC326966
Remote Similarity	0.5613	NPC231705
Remote Similarity	0.5612	NPC220765
Remote Similarity	0.561	NPC476175
Remote Similarity	0.561	NPC326232
Remote Similarity	0.5608	NPC182131
Remote Similarity	0.5605	NPC172046

Drug Structure

NPD1187 OpenBabel08211700192D 25 26 0 0 0 0 0 0 0 0999 V2000 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 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 3.4641 -3.0000 0.0000 C 0 0 0 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 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 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 0.0000 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 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.3660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 -4.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 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 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 8 1 0 0 0 0 3 10 2 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 12 1 0 0 0 0 6 8 2 0 0 0 0 6 10 1 0 0 0 0 7 9 2 0 0 0 0 7 11 1 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 19 1 0 0 0 0 11 12 2 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 19 2 3 0 0 0 13 20 1 0 0 0 0 13 22 1 0 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015766
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	330.04
ALogP	1.3076
MLogP	2.12
XLogP	5.539
HDA	3
HBD	3
Rotatable Bonds	10
TPSA	64.85
RO5 Violation	1