NPASS drugs

Drug Information

Drug ID:	NPD1837
Drug Name:
Molecular Formula:	C15H8F2N2O2
Canonical SMILES:	Fc1ccc2c(c1)C1(N=C(N=C1O)O)c1c2ccc(c1)F
Standard InCHI:	InChI=1S/C15H8F2N2O2/c16-7-1-3-9-10-4-2-8(17)6-12(10)15(11(9)5-7)13(20)18-14(21)19-15/h1-6H,(H2,18,19,20,21)
Standard InCHIKey:	QCCHBHSAIQIQGO-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1837

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	145
0.1-0.2	1108
0.2-0.3	5504
0.3-0.4	12914
0.4-0.5	9645
0.5-0.6	1499
0.6-0.7	75
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	0.6953	NPC147957
Remote Similarity	0.693	NPC172128
Remote Similarity	0.693	NPC316108
Remote Similarity	0.6897	NPC471309
Remote Similarity	0.687	NPC226438
Remote Similarity	0.6864	NPC311242
Remote Similarity	0.6797	NPC470550
Remote Similarity	0.6721	NPC178681
Remote Similarity	0.6696	NPC470877
Remote Similarity	0.6695	NPC161972
Remote Similarity	0.6695	NPC303045
Remote Similarity	0.6691	NPC246913
Remote Similarity	0.6638	NPC121872
Remote Similarity	0.6638	NPC74936
Remote Similarity	0.6638	NPC141139
Remote Similarity	0.6638	NPC159178
Remote Similarity	0.6638	NPC78041
Remote Similarity	0.6638	NPC471307
Remote Similarity	0.6638	NPC209764
Remote Similarity	0.6613	NPC211551
Remote Similarity	0.6538	NPC205652
Remote Similarity	0.65	NPC25565
Remote Similarity	0.6446	NPC473501
Remote Similarity	0.6446	NPC33168
Remote Similarity	0.6446	NPC475439
Remote Similarity	0.6444	NPC273830
Remote Similarity	0.6379	NPC471638
Remote Similarity	0.6364	NPC21959
Remote Similarity	0.6356	NPC258627
Remote Similarity	0.6339	NPC192623
Remote Similarity	0.629	NPC469457
Remote Similarity	0.6281	NPC58674
Remote Similarity	0.6277	NPC109151
Remote Similarity	0.624	NPC318154
Remote Similarity	0.6231	NPC319579
Remote Similarity	0.6202	NPC153690
Remote Similarity	0.6194	NPC82963
Remote Similarity	0.619	NPC471317
Remote Similarity	0.6187	NPC317758
Remote Similarity	0.6186	NPC325441
Remote Similarity	0.6148	NPC108339
Remote Similarity	0.6148	NPC311737
Remote Similarity	0.6148	NPC38458
Remote Similarity	0.6148	NPC172925
Remote Similarity	0.6142	NPC224610
Remote Similarity	0.6142	NPC254965
Remote Similarity	0.6142	NPC88267
Remote Similarity	0.6142	NPC113326
Remote Similarity	0.6142	NPC194390
Remote Similarity	0.6142	NPC327811
Remote Similarity	0.6138	NPC132847
Remote Similarity	0.6134	NPC199567
Remote Similarity	0.6131	NPC326232
Remote Similarity	0.6116	NPC128645
Remote Similarity	0.6116	NPC265521
Remote Similarity	0.6115	NPC471314
Remote Similarity	0.6115	NPC471315
Remote Similarity	0.6102	NPC198747
Remote Similarity	0.609	NPC1986
Remote Similarity	0.609	NPC474544
Remote Similarity	0.608	NPC12730
Remote Similarity	0.6069	NPC3202
Remote Similarity	0.6066	NPC476483
Remote Similarity	0.6063	NPC202613
Remote Similarity	0.6063	NPC164859
Remote Similarity	0.6063	NPC471310
Remote Similarity	0.6047	NPC327481
Remote Similarity	0.6047	NPC191215
Remote Similarity	0.6047	NPC274089
Remote Similarity	0.6045	NPC118202
Remote Similarity	0.6033	NPC245259
Remote Similarity	0.6017	NPC203076
Remote Similarity	0.6014	NPC295478
Remote Similarity	0.6014	NPC259098
Remote Similarity	0.6014	NPC197680
Remote Similarity	0.5986	NPC278097
Remote Similarity	0.5968	NPC3371
Remote Similarity	0.5966	NPC473031
Remote Similarity	0.5963	NPC263385
Remote Similarity	0.5956	NPC470544
Remote Similarity	0.5954	NPC96224
Remote Similarity	0.5954	NPC24101
Remote Similarity	0.5933	NPC243162
Remote Similarity	0.5917	NPC262393
Remote Similarity	0.5917	NPC12429
Remote Similarity	0.5915	NPC474926
Remote Similarity	0.5915	NPC472414
Remote Similarity	0.5912	NPC470545
Remote Similarity	0.5906	NPC289117
Remote Similarity	0.5903	NPC40488
Remote Similarity	0.5893	NPC189371
Remote Similarity	0.5891	NPC56168
Remote Similarity	0.589	NPC42423
Remote Similarity	0.5887	NPC472415
Remote Similarity	0.5882	NPC188010
Remote Similarity	0.5882	NPC472103
Remote Similarity	0.5882	NPC317254
Remote Similarity	0.5882	NPC101139
Remote Similarity	0.5878	NPC37584
Remote Similarity	0.5877	NPC224544
Remote Similarity	0.5874	NPC477937
Remote Similarity	0.587	NPC470546
Remote Similarity	0.5865	NPC474149
Remote Similarity	0.5862	NPC226662
Remote Similarity	0.5859	NPC329375
Remote Similarity	0.5856	NPC1901
Remote Similarity	0.5854	NPC314690
Remote Similarity	0.584	NPC471320
Remote Similarity	0.584	NPC261947
Remote Similarity	0.584	NPC471319
Remote Similarity	0.5827	NPC268572
Remote Similarity	0.5822	NPC183722
Remote Similarity	0.5821	NPC329011
Remote Similarity	0.582	NPC78154
Remote Similarity	0.5817	NPC473922
Remote Similarity	0.5814	NPC178902
Remote Similarity	0.5812	NPC73637
Remote Similarity	0.5812	NPC121478
Remote Similarity	0.5811	NPC184437
Remote Similarity	0.5811	NPC64897
Remote Similarity	0.5811	NPC90693
Remote Similarity	0.5809	NPC33742
Remote Similarity	0.5806	NPC472100
Remote Similarity	0.5804	NPC4974
Remote Similarity	0.5804	NPC47667
Remote Similarity	0.5804	NPC325013
Remote Similarity	0.5804	NPC108218
Remote Similarity	0.5802	NPC231705
Remote Similarity	0.58	NPC166667
Remote Similarity	0.5793	NPC71271
Remote Similarity	0.5793	NPC116057
Remote Similarity	0.5789	NPC65855
Remote Similarity	0.5789	NPC258056
Remote Similarity	0.5789	NPC292758
Remote Similarity	0.5786	NPC471308
Remote Similarity	0.5786	NPC477061
Remote Similarity	0.5786	NPC53596
Remote Similarity	0.5786	NPC45777
Remote Similarity	0.5786	NPC52475
Remote Similarity	0.5786	NPC17388
Remote Similarity	0.5786	NPC289330
Remote Similarity	0.5786	NPC160120
Remote Similarity	0.5781	NPC228400
Remote Similarity	0.5781	NPC214200
Remote Similarity	0.5778	NPC474584
Remote Similarity	0.5776	NPC184030
Remote Similarity	0.5776	NPC164449
Remote Similarity	0.5775	NPC35996
Remote Similarity	0.5772	NPC470926
Remote Similarity	0.5769	NPC315794
Remote Similarity	0.5763	NPC172984
Remote Similarity	0.5763	NPC146703
Remote Similarity	0.5763	NPC119677
Remote Similarity	0.5762	NPC153007
Remote Similarity	0.576	NPC215351
Remote Similarity	0.576	NPC20142
Remote Similarity	0.5752	NPC471516
Remote Similarity	0.5752	NPC470090
Remote Similarity	0.575	NPC243166
Remote Similarity	0.575	NPC18614
Remote Similarity	0.575	NPC474211
Remote Similarity	0.5748	NPC156313
Remote Similarity	0.5748	NPC290515
Remote Similarity	0.5748	NPC303611
Remote Similarity	0.5748	NPC32674
Remote Similarity	0.5748	NPC226096
Remote Similarity	0.5748	NPC108606
Remote Similarity	0.5748	NPC164514
Remote Similarity	0.5745	NPC316896
Remote Similarity	0.5745	NPC71684
Remote Similarity	0.5745	NPC284078
Remote Similarity	0.5742	NPC44649
Remote Similarity	0.5742	NPC475578
Remote Similarity	0.5735	NPC35850
Remote Similarity	0.5735	NPC276949
Remote Similarity	0.5733	NPC175870
Remote Similarity	0.5726	NPC133050
Remote Similarity	0.5726	NPC323164
Remote Similarity	0.5725	NPC476198
Remote Similarity	0.5725	NPC2265
Remote Similarity	0.5725	NPC134120
Remote Similarity	0.5725	NPC471133
Remote Similarity	0.5724	NPC199738
Remote Similarity	0.5724	NPC210950
Remote Similarity	0.5714	NPC43275
Remote Similarity	0.5714	NPC168855
Remote Similarity	0.5714	NPC95429
Remote Similarity	0.5714	NPC283760
Remote Similarity	0.5705	NPC267237
Remote Similarity	0.5705	NPC228511
Remote Similarity	0.5693	NPC471318
Remote Similarity	0.5692	NPC233827
Remote Similarity	0.5692	NPC168393
Remote Similarity	0.5692	NPC255676
Remote Similarity	0.5691	NPC191444
Remote Similarity	0.5685	NPC101372
Remote Similarity	0.5685	NPC472413
Remote Similarity	0.5683	NPC283468
Remote Similarity	0.568	NPC322040
Remote Similarity	0.568	NPC271440

Drug Structure

NPD1837 OpenBabel08211701082D 23 26 0 0 0 0 0 0 0 0999 V2000 -3.1648 -1.9422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6057 -1.9447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3702 -2.4016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8107 -2.4032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3692 -0.5652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8116 -0.5668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1643 -1.0237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6062 -1.0262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5746 -1.9430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0156 -1.9438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5741 -1.0246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0160 -1.0254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5581 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2976 0.9158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7791 -0.5660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9980 -0.5419 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.4404 -0.5452 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.2605 0.9158 0.0000 N 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 -3.3898 -0.5951 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2684 1.6949 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1054 0.0492 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1232 2.5746 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 7 1 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 7 2 0 0 0 0 5 11 1 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 9 11 2 0 0 0 0 10 12 2 0 0 0 0 11 15 1 0 0 0 0 12 15 1 0 0 0 0 13 15 1 0 0 0 0 13 18 2 0 0 0 0 13 20 1 0 0 0 0 14 18 1 0 0 0 0 14 19 2 0 0 0 0 14 21 1 0 0 0 0 15 19 1 0 0 0 0 20 22 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011889
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	65673
ChEBI
CAS Number

Drug Properties

Molecular Weight	286.06
ALogP	0.3835
MLogP	2.45
XLogP	2.674
HDA	4
HBD	2
Rotatable Bonds	4
TPSA	65.18
RO5 Violation	0