NPASS drugs

Drug Information

Drug ID:	NPD1841
Drug Name:
Molecular Formula:	C15H9FN2O2
Canonical SMILES:	Fc1ccc2c(c1)C1(N=C(N=C1O)O)c1c2cccc1
Standard InCHI:	InChI=1S/C15H9FN2O2/c16-8-5-6-10-9-3-1-2-4-11(9)15(12(10)7-8)13(19)17-14(20)18-15/h1-7H,(H2,17,18,19,20)
Standard InCHIKey:	JRGBXEJDIMXJAP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1841

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	142
0.1-0.2	1086
0.2-0.3	5305
0.3-0.4	12711
0.4-0.5	9955
0.5-0.6	1609
0.6-0.7	81
0.7-0.8	1
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
Intermediate Similarity	0.7008	NPC147957
Remote Similarity	0.6991	NPC316108
Remote Similarity	0.6991	NPC172128
Remote Similarity	0.6957	NPC471309
Remote Similarity	0.693	NPC226438
Remote Similarity	0.6923	NPC311242
Remote Similarity	0.685	NPC470550
Remote Similarity	0.6777	NPC178681
Remote Similarity	0.6754	NPC470877
Remote Similarity	0.6752	NPC161972
Remote Similarity	0.6752	NPC303045
Remote Similarity	0.6739	NPC246913
Remote Similarity	0.6696	NPC471307
Remote Similarity	0.6696	NPC209764
Remote Similarity	0.6696	NPC159178
Remote Similarity	0.6696	NPC121872
Remote Similarity	0.6696	NPC78041
Remote Similarity	0.6696	NPC141139
Remote Similarity	0.6696	NPC74936
Remote Similarity	0.6667	NPC211551
Remote Similarity	0.6589	NPC205652
Remote Similarity	0.6555	NPC25565
Remote Similarity	0.65	NPC33168
Remote Similarity	0.65	NPC475439
Remote Similarity	0.65	NPC473501
Remote Similarity	0.6493	NPC273830
Remote Similarity	0.6435	NPC471638
Remote Similarity	0.6417	NPC21959
Remote Similarity	0.641	NPC258627
Remote Similarity	0.6396	NPC192623
Remote Similarity	0.6341	NPC469457
Remote Similarity	0.6333	NPC58674
Remote Similarity	0.6324	NPC109151
Remote Similarity	0.629	NPC318154
Remote Similarity	0.6279	NPC319579
Remote Similarity	0.625	NPC153690
Remote Similarity	0.6241	NPC82963
Remote Similarity	0.624	NPC471317
Remote Similarity	0.6239	NPC325441
Remote Similarity	0.6232	NPC317758
Remote Similarity	0.6198	NPC172925
Remote Similarity	0.6198	NPC108339
Remote Similarity	0.6194	NPC311737
Remote Similarity	0.6194	NPC38458
Remote Similarity	0.619	NPC88267
Remote Similarity	0.619	NPC113326
Remote Similarity	0.619	NPC327811
Remote Similarity	0.619	NPC194390
Remote Similarity	0.619	NPC254965
Remote Similarity	0.619	NPC224610
Remote Similarity	0.6186	NPC199567
Remote Similarity	0.6181	NPC132847
Remote Similarity	0.6176	NPC326232
Remote Similarity	0.6167	NPC265521
Remote Similarity	0.6167	NPC128645
Remote Similarity	0.6159	NPC471315
Remote Similarity	0.6159	NPC471314
Remote Similarity	0.6154	NPC198747
Remote Similarity	0.6136	NPC474544
Remote Similarity	0.6136	NPC1986
Remote Similarity	0.6129	NPC12730
Remote Similarity	0.6116	NPC476483
Remote Similarity	0.6111	NPC471310
Remote Similarity	0.6111	NPC202613
Remote Similarity	0.6111	NPC164859
Remote Similarity	0.6111	NPC3202
Remote Similarity	0.6094	NPC274089
Remote Similarity	0.6094	NPC191215
Remote Similarity	0.6094	NPC327481
Remote Similarity	0.609	NPC118202
Remote Similarity	0.6083	NPC245259
Remote Similarity	0.6068	NPC203076
Remote Similarity	0.6056	NPC197680
Remote Similarity	0.6056	NPC295478
Remote Similarity	0.6056	NPC259098
Remote Similarity	0.6028	NPC278097
Remote Similarity	0.6019	NPC263385
Remote Similarity	0.6017	NPC473031
Remote Similarity	0.6016	NPC3371
Remote Similarity	0.6	NPC470544
Remote Similarity	0.6	NPC24101
Remote Similarity	0.6	NPC96224
Remote Similarity	0.5973	NPC243162
Remote Similarity	0.5966	NPC262393
Remote Similarity	0.5966	NPC12429
Remote Similarity	0.5957	NPC472414
Remote Similarity	0.5957	NPC474926
Remote Similarity	0.5956	NPC470545
Remote Similarity	0.5952	NPC289117
Remote Similarity	0.5946	NPC189371
Remote Similarity	0.5944	NPC40488
Remote Similarity	0.5938	NPC56168
Remote Similarity	0.5931	NPC42423
Remote Similarity	0.5929	NPC224544
Remote Similarity	0.5929	NPC472415
Remote Similarity	0.5926	NPC101139
Remote Similarity	0.5926	NPC188010
Remote Similarity	0.5926	NPC317254
Remote Similarity	0.5923	NPC37584
Remote Similarity	0.5921	NPC472103
Remote Similarity	0.5915	NPC477937
Remote Similarity	0.5912	NPC470546
Remote Similarity	0.5909	NPC1901
Remote Similarity	0.5909	NPC474149
Remote Similarity	0.5906	NPC329375
Remote Similarity	0.5903	NPC226662
Remote Similarity	0.5902	NPC314690
Remote Similarity	0.5887	NPC261947
Remote Similarity	0.5887	NPC471320
Remote Similarity	0.5887	NPC471319
Remote Similarity	0.587	NPC268572
Remote Similarity	0.5868	NPC78154
Remote Similarity	0.5865	NPC329011
Remote Similarity	0.5862	NPC183722
Remote Similarity	0.5862	NPC121478
Remote Similarity	0.5862	NPC73637
Remote Similarity	0.5859	NPC178902
Remote Similarity	0.5856	NPC108218
Remote Similarity	0.5855	NPC473922
Remote Similarity	0.5852	NPC33742
Remote Similarity	0.585	NPC90693
Remote Similarity	0.585	NPC184437
Remote Similarity	0.585	NPC64897
Remote Similarity	0.5846	NPC231705
Remote Similarity	0.5845	NPC325013
Remote Similarity	0.5845	NPC4974
Remote Similarity	0.5845	NPC47667
Remote Similarity	0.5844	NPC472100
Remote Similarity	0.5839	NPC166667
Remote Similarity	0.5833	NPC292758
Remote Similarity	0.5833	NPC258056
Remote Similarity	0.5833	NPC65855
Remote Similarity	0.5833	NPC116057
Remote Similarity	0.5833	NPC71271
Remote Similarity	0.5827	NPC477061
Remote Similarity	0.5827	NPC471308
Remote Similarity	0.5827	NPC53596
Remote Similarity	0.5827	NPC214200
Remote Similarity	0.5827	NPC160120
Remote Similarity	0.5827	NPC228400
Remote Similarity	0.5827	NPC17388
Remote Similarity	0.5827	NPC289330
Remote Similarity	0.5827	NPC45777
Remote Similarity	0.5826	NPC164449
Remote Similarity	0.5826	NPC184030
Remote Similarity	0.5823	NPC52475
Remote Similarity	0.5821	NPC474584
Remote Similarity	0.582	NPC470926
Remote Similarity	0.5816	NPC35996
Remote Similarity	0.5814	NPC315794
Remote Similarity	0.5812	NPC146703
Remote Similarity	0.5812	NPC119677
Remote Similarity	0.5812	NPC172984
Remote Similarity	0.5806	NPC20142
Remote Similarity	0.5806	NPC215351
Remote Similarity	0.58	NPC153007
Remote Similarity	0.5798	NPC243166
Remote Similarity	0.5798	NPC474211
Remote Similarity	0.5794	NPC290515
Remote Similarity	0.5794	NPC303611
Remote Similarity	0.5794	NPC226096
Remote Similarity	0.5794	NPC164514
Remote Similarity	0.5794	NPC108606
Remote Similarity	0.5794	NPC156313
Remote Similarity	0.5794	NPC32674
Remote Similarity	0.5789	NPC471516
Remote Similarity	0.5789	NPC470090
Remote Similarity	0.5786	NPC71684
Remote Similarity	0.5786	NPC284078
Remote Similarity	0.5786	NPC316896
Remote Similarity	0.5786	NPC18614
Remote Similarity	0.5779	NPC44649
Remote Similarity	0.5779	NPC475578
Remote Similarity	0.5778	NPC276949
Remote Similarity	0.5778	NPC35850
Remote Similarity	0.5776	NPC133050
Remote Similarity	0.5772	NPC175870
Remote Similarity	0.5772	NPC323164
Remote Similarity	0.5769	NPC471133
Remote Similarity	0.5769	NPC476198
Remote Similarity	0.5769	NPC134120
Remote Similarity	0.5766	NPC2265
Remote Similarity	0.5764	NPC210950
Remote Similarity	0.5764	NPC199738
Remote Similarity	0.5763	NPC168855
Remote Similarity	0.5763	NPC95429
Remote Similarity	0.5755	NPC283760
Remote Similarity	0.5755	NPC43275
Remote Similarity	0.5743	NPC267237
Remote Similarity	0.5743	NPC228511
Remote Similarity	0.5738	NPC191444
Remote Similarity	0.5736	NPC168393
Remote Similarity	0.5736	NPC233827
Remote Similarity	0.5736	NPC255676
Remote Similarity	0.5735	NPC471318
Remote Similarity	0.5726	NPC7067
Remote Similarity	0.5726	NPC322040
Remote Similarity	0.5726	NPC271440
Remote Similarity	0.5725	NPC283468
Remote Similarity	0.5724	NPC101372

Drug Structure

NPD1841 OpenBabel08211701082D 22 25 0 0 1 0 0 0 0 0999 V2000 -3.1601 -1.9393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1596 -1.0222 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3667 -2.3980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3657 -0.5644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6034 -1.9418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8095 -2.3997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8104 -0.5660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6038 -1.0247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5723 -1.9401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0155 -1.9409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5718 -1.0231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0160 -1.0239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5558 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2971 0.9145 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7779 -0.5652 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.4368 -0.5444 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.2587 0.9145 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 -3.3848 -0.5943 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2680 1.6924 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0993 0.0491 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1230 2.5708 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 4 1 0 0 0 0 3 9 2 0 0 0 0 4 11 2 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 10 1 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 11 1 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 17 2 0 0 0 0 13 19 1 0 0 0 0 14 17 1 0 0 0 0 14 18 2 0 0 0 0 14 20 1 0 0 0 0 15 18 1 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000025
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	119155
ChEBI
CAS Number

Drug Properties

Molecular Weight	268.06
ALogP	-0.0962
MLogP	2.56
XLogP	3.348
HDA	4
HBD	2
Rotatable Bonds	3
TPSA	65.18
RO5 Violation	0