NPASS drugs

Drug Information

Drug ID:	NPD2365
Drug Name:	Indoprofen
Molecular Formula:	C17H15NO3
Canonical SMILES:	OC(=O)C(c1ccc(cc1)N1Cc2c(C1=O)cccc2)C
Standard InCHI:	InChI=1S/C17H15NO3/c1-11(17(20)21)12-6-8-14(9-7-12)18-10-13-4-2-3-5-15(13)16(18)19/h2-9,11H,10H2,1H3,(H,20,21)
Standard InCHIKey:	RJMIEHBSYVWVIN-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2365

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	134
0.1-0.2	834
0.2-0.3	3216
0.3-0.4	9986
0.4-0.5	12048
0.5-0.6	3967
0.6-0.7	643
0.7-0.8	61
0.8-0.85	1
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	0.8069	NPC315051
Intermediate Similarity	0.7887	NPC314098
Intermediate Similarity	0.7786	NPC472244
Intermediate Similarity	0.7786	NPC470343
Intermediate Similarity	0.7609	NPC226143
Intermediate Similarity	0.7584	NPC242933
Intermediate Similarity	0.7569	NPC314431
Intermediate Similarity	0.7467	NPC472243
Intermediate Similarity	0.7455	NPC470548
Intermediate Similarity	0.7438	NPC201424
Intermediate Similarity	0.7438	NPC315368
Intermediate Similarity	0.7403	NPC478039
Intermediate Similarity	0.7365	NPC253476
Intermediate Similarity	0.7361	NPC322433
Intermediate Similarity	0.7333	NPC355
Intermediate Similarity	0.7267	NPC36495
Intermediate Similarity	0.726	NPC150863
Intermediate Similarity	0.7255	NPC472241
Intermediate Similarity	0.7254	NPC257490
Intermediate Similarity	0.7239	NPC55529
Intermediate Similarity	0.7239	NPC189116
Intermediate Similarity	0.7219	NPC287358
Intermediate Similarity	0.7211	NPC280807
Intermediate Similarity	0.7211	NPC472245
Intermediate Similarity	0.719	NPC43477
Intermediate Similarity	0.7186	NPC177261
Intermediate Similarity	0.7174	NPC57051
Intermediate Similarity	0.7172	NPC205946
Intermediate Similarity	0.716	NPC474081
Intermediate Similarity	0.7143	NPC475594
Intermediate Similarity	0.7117	NPC472102
Intermediate Similarity	0.7117	NPC309531
Intermediate Similarity	0.7117	NPC474058
Intermediate Similarity	0.7115	NPC472242
Intermediate Similarity	0.7113	NPC291962
Intermediate Similarity	0.7113	NPC177684
Intermediate Similarity	0.711	NPC322621
Intermediate Similarity	0.7107	NPC154602
Intermediate Similarity	0.7105	NPC122553
Intermediate Similarity	0.7103	NPC192533
Intermediate Similarity	0.7101	NPC475607
Intermediate Similarity	0.7089	NPC300596
Intermediate Similarity	0.7089	NPC237649
Intermediate Similarity	0.7073	NPC472120
Intermediate Similarity	0.7073	NPC199737
Intermediate Similarity	0.7073	NPC472117
Intermediate Similarity	0.7073	NPC472101
Intermediate Similarity	0.7063	NPC161956
Intermediate Similarity	0.7063	NPC258531
Intermediate Similarity	0.7063	NPC112373
Intermediate Similarity	0.7063	NPC285381
Intermediate Similarity	0.7051	NPC314186
Intermediate Similarity	0.7044	NPC144691
Intermediate Similarity	0.7037	NPC29285
Intermediate Similarity	0.7034	NPC254698
Intermediate Similarity	0.7029	NPC473815
Intermediate Similarity	0.7025	NPC212799
Intermediate Similarity	0.702	NPC162417
Intermediate Similarity	0.702	NPC316104
Intermediate Similarity	0.7018	NPC475761
Intermediate Similarity	0.7012	NPC225319
Intermediate Similarity	0.7	NPC473962
Remote Similarity	0.6994	NPC470317
Remote Similarity	0.6988	NPC472106
Remote Similarity	0.6988	NPC471124
Remote Similarity	0.6974	NPC173295
Remote Similarity	0.6968	NPC471164
Remote Similarity	0.6964	NPC472118
Remote Similarity	0.6951	NPC193410
Remote Similarity	0.6951	NPC471122
Remote Similarity	0.6948	NPC315224
Remote Similarity	0.6948	NPC469560
Remote Similarity	0.6944	NPC150323
Remote Similarity	0.6923	NPC318183
Remote Similarity	0.6923	NPC229353
Remote Similarity	0.6919	NPC474041
Remote Similarity	0.6913	NPC209389
Remote Similarity	0.6909	NPC248117
Remote Similarity	0.6909	NPC27904
Remote Similarity	0.6903	NPC130251
Remote Similarity	0.689	NPC104345
Remote Similarity	0.689	NPC153694
Remote Similarity	0.689	NPC211525
Remote Similarity	0.689	NPC113946
Remote Similarity	0.6886	NPC471130
Remote Similarity	0.6879	NPC308197
Remote Similarity	0.6875	NPC242000
Remote Similarity	0.6867	NPC476231
Remote Similarity	0.6867	NPC187231
Remote Similarity	0.6867	NPC88970
Remote Similarity	0.6863	NPC300299
Remote Similarity	0.6859	NPC301760
Remote Similarity	0.6849	NPC39818
Remote Similarity	0.6848	NPC148468
Remote Similarity	0.6848	NPC310403
Remote Similarity	0.6848	NPC97380
Remote Similarity	0.6848	NPC243673
Remote Similarity	0.6848	NPC63210
Remote Similarity	0.6848	NPC263709
Remote Similarity	0.6845	NPC214960
Remote Similarity	0.6845	NPC279527
Remote Similarity	0.6845	NPC472114
Remote Similarity	0.6845	NPC182131
Remote Similarity	0.6845	NPC472115
Remote Similarity	0.6839	NPC83214
Remote Similarity	0.6839	NPC319645
Remote Similarity	0.6824	NPC474814
Remote Similarity	0.6824	NPC112336
Remote Similarity	0.6824	NPC79698
Remote Similarity	0.6821	NPC321211
Remote Similarity	0.6821	NPC475094
Remote Similarity	0.6818	NPC471123
Remote Similarity	0.6813	NPC472541
Remote Similarity	0.6813	NPC472542
Remote Similarity	0.6805	NPC473484
Remote Similarity	0.6802	NPC129624
Remote Similarity	0.6795	NPC207554
Remote Similarity	0.679	NPC243756
Remote Similarity	0.679	NPC314223
Remote Similarity	0.6788	NPC123241
Remote Similarity	0.6788	NPC61013
Remote Similarity	0.6782	NPC475685
Remote Similarity	0.6782	NPC11149
Remote Similarity	0.6779	NPC250476
Remote Similarity	0.6776	NPC207428
Remote Similarity	0.6772	NPC478040
Remote Similarity	0.6766	NPC282339
Remote Similarity	0.6766	NPC99632
Remote Similarity	0.6766	NPC286871
Remote Similarity	0.6766	NPC176983
Remote Similarity	0.6763	NPC14849
Remote Similarity	0.6761	NPC471742
Remote Similarity	0.676	NPC313293
Remote Similarity	0.6758	NPC472539
Remote Similarity	0.6758	NPC472540
Remote Similarity	0.6758	NPC470787
Remote Similarity	0.6757	NPC471944
Remote Similarity	0.6757	NPC317758
Remote Similarity	0.6752	NPC471574
Remote Similarity	0.6748	NPC122106
Remote Similarity	0.6735	NPC213126
Remote Similarity	0.6735	NPC169485
Remote Similarity	0.6735	NPC291027
Remote Similarity	0.6735	NPC84281
Remote Similarity	0.6735	NPC268534
Remote Similarity	0.6735	NPC317474
Remote Similarity	0.6733	NPC72473
Remote Similarity	0.6733	NPC307437
Remote Similarity	0.6733	NPC58827
Remote Similarity	0.6728	NPC473329
Remote Similarity	0.6726	NPC204867
Remote Similarity	0.6724	NPC99043
Remote Similarity	0.6724	NPC218594
Remote Similarity	0.672	NPC100573
Remote Similarity	0.672	NPC207873
Remote Similarity	0.6715	NPC476198
Remote Similarity	0.6712	NPC179605
Remote Similarity	0.6712	NPC130931
Remote Similarity	0.6712	NPC279385
Remote Similarity	0.6711	NPC316746
Remote Similarity	0.6711	NPC474926
Remote Similarity	0.6711	NPC231382
Remote Similarity	0.6707	NPC73644
Remote Similarity	0.6707	NPC143457
Remote Similarity	0.6707	NPC478076
Remote Similarity	0.6706	NPC224970
Remote Similarity	0.6706	NPC63047
Remote Similarity	0.6706	NPC223595
Remote Similarity	0.6706	NPC167724
Remote Similarity	0.6706	NPC475248
Remote Similarity	0.6705	NPC475427
Remote Similarity	0.6687	NPC66936
Remote Similarity	0.6686	NPC52059
Remote Similarity	0.6686	NPC96901
Remote Similarity	0.6686	NPC470069
Remote Similarity	0.6685	NPC71124
Remote Similarity	0.6684	NPC207971
Remote Similarity	0.6667	NPC253667
Remote Similarity	0.6667	NPC35510
Remote Similarity	0.6667	NPC314278
Remote Similarity	0.6667	NPC103292
Remote Similarity	0.6667	NPC293458
Remote Similarity	0.6667	NPC161827
Remote Similarity	0.6667	NPC471778
Remote Similarity	0.6647	NPC248862
Remote Similarity	0.6647	NPC328611
Remote Similarity	0.6647	NPC13367
Remote Similarity	0.6646	NPC470579
Remote Similarity	0.6646	NPC324445
Remote Similarity	0.6646	NPC470301
Remote Similarity	0.6646	NPC22082
Remote Similarity	0.6646	NPC186284
Remote Similarity	0.6645	NPC475598
Remote Similarity	0.6645	NPC474855
Remote Similarity	0.6645	NPC118099
Remote Similarity	0.6645	NPC293377
Remote Similarity	0.6645	NPC79465
Remote Similarity	0.6645	NPC273907
Remote Similarity	0.6645	NPC76785
Remote Similarity	0.6645	NPC151706

Drug Structure

NPD2365 OpenBabel08211702172D 22 24 0 0 1 0 0 0 0 0999 V2000 -4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 C 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 0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 13 2 0 0 0 0 5 15 2 0 0 0 0 6 8 1 0 0 0 0 6 12 2 0 0 0 0 7 9 2 0 0 0 0 7 12 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 13 1 0 0 0 0 10 18 1 0 0 0 0 11 12 1 0 0 0 0 11 17 1 0 0 0 0 13 15 1 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 16 18 1 0 0 0 0 16 19 2 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC005383
DrugBank	DB08951
ChEMBL	CHEMBL15870
IUPHAR/BPS
PharmaGKB
KEGG Drug	D04530
PubChem CID	3718
ChEBI	76162
CAS Number	31842-01-0

Drug Properties

Molecular Weight	281.11
ALogP	-0.5682
MLogP	2.89
XLogP	3.72
HDA	4
HBD	1
Rotatable Bonds	5
TPSA	57.61
RO5 Violation	0