NPASS drugs

Drug Information

Drug ID:	NPD2230
Drug Name:	Tramadol Hydrochloride
Molecular Formula:	C16H25NO2.ClH
Canonical SMILES:	COc1cccc(c1)C1(O)CCCCC1CN(C)C.Cl
Standard InCHI:	InChI=1S/C16H25NO2.ClH/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3;/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3;1H
Standard InCHIKey:	PPKXEPBICJTCRU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2230

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	117
0.1-0.2	903
0.2-0.3	2139
0.3-0.4	8247
0.4-0.5	5071
0.5-0.6	7356
0.6-0.7	5866
0.7-0.8	1179
0.8-0.85	11
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.9237	NPC321133
Intermediate Similarity	0.8254	NPC471315
Intermediate Similarity	0.8254	NPC471314
Intermediate Similarity	0.808	NPC43275
Intermediate Similarity	0.8067	NPC201959
Intermediate Similarity	0.8067	NPC75440
Intermediate Similarity	0.8017	NPC275627
Intermediate Similarity	0.8016	NPC289330
Intermediate Similarity	0.8016	NPC17388
Intermediate Similarity	0.8016	NPC53596
Intermediate Similarity	0.8016	NPC471308
Intermediate Similarity	0.8016	NPC160120
Intermediate Similarity	0.7983	NPC233320
Intermediate Similarity	0.7969	NPC188997
Intermediate Similarity	0.7967	NPC470837
Intermediate Similarity	0.7953	NPC129176
Intermediate Similarity	0.7943	NPC476151
Intermediate Similarity	0.7941	NPC193528
Intermediate Similarity	0.7937	NPC51341
Intermediate Similarity	0.791	NPC325568
Intermediate Similarity	0.7907	NPC261992
Intermediate Similarity	0.7899	NPC113457
Intermediate Similarity	0.7886	NPC141003
Intermediate Similarity	0.7886	NPC35344
Intermediate Similarity	0.7869	NPC166837
Intermediate Similarity	0.7863	NPC301713
Intermediate Similarity	0.7863	NPC218323
Intermediate Similarity	0.7846	NPC248557
Intermediate Similarity	0.7832	NPC477565
Intermediate Similarity	0.7832	NPC103379
Intermediate Similarity	0.7805	NPC98372
Intermediate Similarity	0.7805	NPC228452
Intermediate Similarity	0.7805	NPC474920
Intermediate Similarity	0.7803	NPC251571
Intermediate Similarity	0.7801	NPC185838
Intermediate Similarity	0.7797	NPC24327
Intermediate Similarity	0.7797	NPC12870
Intermediate Similarity	0.7795	NPC310338
Intermediate Similarity	0.7795	NPC471449
Intermediate Similarity	0.7795	NPC281298
Intermediate Similarity	0.7778	NPC187993
Intermediate Similarity	0.7778	NPC69261
Intermediate Similarity	0.7778	NPC238176
Intermediate Similarity	0.7778	NPC33270
Intermediate Similarity	0.7761	NPC114102
Intermediate Similarity	0.776	NPC283169
Intermediate Similarity	0.776	NPC808
Intermediate Similarity	0.776	NPC53906
Intermediate Similarity	0.776	NPC473718
Intermediate Similarity	0.7759	NPC470161
Intermediate Similarity	0.7752	NPC168707
Intermediate Similarity	0.7752	NPC48623
Intermediate Similarity	0.775	NPC30416
Intermediate Similarity	0.7744	NPC155838
Intermediate Similarity	0.7737	NPC167944
Intermediate Similarity	0.7737	NPC231884
Intermediate Similarity	0.7737	NPC42793
Intermediate Similarity	0.7734	NPC103916
Intermediate Similarity	0.7734	NPC165133
Intermediate Similarity	0.7734	NPC95614
Intermediate Similarity	0.7734	NPC263835
Intermediate Similarity	0.7734	NPC242885
Intermediate Similarity	0.7734	NPC117780
Intermediate Similarity	0.7734	NPC474131
Intermediate Similarity	0.7734	NPC56214
Intermediate Similarity	0.7734	NPC232316
Intermediate Similarity	0.7734	NPC227217
Intermediate Similarity	0.7731	NPC474603
Intermediate Similarity	0.7731	NPC12987
Intermediate Similarity	0.7727	NPC470724
Intermediate Similarity	0.7717	NPC190514
Intermediate Similarity	0.7717	NPC474040
Intermediate Similarity	0.7717	NPC283616
Intermediate Similarity	0.7717	NPC63010
Intermediate Similarity	0.771	NPC95733
Intermediate Similarity	0.771	NPC61685
Intermediate Similarity	0.771	NPC62101
Intermediate Similarity	0.7704	NPC118419
Intermediate Similarity	0.7704	NPC474200
Intermediate Similarity	0.7704	NPC214869
Intermediate Similarity	0.7698	NPC150624
Intermediate Similarity	0.7698	NPC69539
Intermediate Similarity	0.7692	NPC152946
Intermediate Similarity	0.7692	NPC30462
Intermediate Similarity	0.7692	NPC321505
Intermediate Similarity	0.7692	NPC85488
Intermediate Similarity	0.7692	NPC191376
Intermediate Similarity	0.7692	NPC179825
Intermediate Similarity	0.7687	NPC195749
Intermediate Similarity	0.7687	NPC52029
Intermediate Similarity	0.7687	NPC35961
Intermediate Similarity	0.7686	NPC320439
Intermediate Similarity	0.7681	NPC231163
Intermediate Similarity	0.7681	NPC318591
Intermediate Similarity	0.768	NPC276737
Intermediate Similarity	0.768	NPC22610
Intermediate Similarity	0.7674	NPC100108
Intermediate Similarity	0.7674	NPC277798
Intermediate Similarity	0.7674	NPC102639
Intermediate Similarity	0.7674	NPC45663
Intermediate Similarity	0.7669	NPC153990
Intermediate Similarity	0.7669	NPC172403
Intermediate Similarity	0.7656	NPC184302
Intermediate Similarity	0.7656	NPC32152
Intermediate Similarity	0.7652	NPC76119
Intermediate Similarity	0.7652	NPC29477
Intermediate Similarity	0.7652	NPC470726
Intermediate Similarity	0.7652	NPC4286
Intermediate Similarity	0.7639	NPC135538
Intermediate Similarity	0.7639	NPC24233
Intermediate Similarity	0.7639	NPC147390
Intermediate Similarity	0.7639	NPC476571
Intermediate Similarity	0.7639	NPC428
Intermediate Similarity	0.7639	NPC246587
Intermediate Similarity	0.7638	NPC470759
Intermediate Similarity	0.7638	NPC50521
Intermediate Similarity	0.7638	NPC244816
Intermediate Similarity	0.7638	NPC15860
Intermediate Similarity	0.7638	NPC127894
Intermediate Similarity	0.7638	NPC474933
Intermediate Similarity	0.7638	NPC219070
Intermediate Similarity	0.7638	NPC221549
Intermediate Similarity	0.7634	NPC211218
Intermediate Similarity	0.7634	NPC280704
Intermediate Similarity	0.7626	NPC231572
Intermediate Similarity	0.7623	NPC241549
Intermediate Similarity	0.7619	NPC167934
Intermediate Similarity	0.7619	NPC303370
Intermediate Similarity	0.7615	NPC38996
Intermediate Similarity	0.7615	NPC160380
Intermediate Similarity	0.7615	NPC475839
Intermediate Similarity	0.7612	NPC47288
Intermediate Similarity	0.7612	NPC283079
Intermediate Similarity	0.7609	NPC131204
Intermediate Similarity	0.7609	NPC301050
Intermediate Similarity	0.76	NPC165106
Intermediate Similarity	0.7597	NPC232295
Intermediate Similarity	0.7591	NPC218530
Intermediate Similarity	0.7583	NPC323810
Intermediate Similarity	0.7583	NPC241224
Intermediate Similarity	0.7581	NPC21890
Intermediate Similarity	0.7581	NPC470723
Intermediate Similarity	0.7581	NPC54373
Intermediate Similarity	0.7578	NPC470626
Intermediate Similarity	0.7574	NPC153019
Intermediate Similarity	0.7571	NPC314682
Intermediate Similarity	0.7568	NPC184026
Intermediate Similarity	0.7568	NPC295691
Intermediate Similarity	0.7568	NPC193949
Intermediate Similarity	0.7568	NPC204828
Intermediate Similarity	0.7568	NPC54379
Intermediate Similarity	0.7568	NPC110416
Intermediate Similarity	0.7568	NPC278799
Intermediate Similarity	0.7568	NPC276588
Intermediate Similarity	0.7568	NPC207757
Intermediate Similarity	0.7568	NPC127674
Intermediate Similarity	0.7568	NPC39701
Intermediate Similarity	0.7568	NPC469817
Intermediate Similarity	0.7568	NPC249797
Intermediate Similarity	0.7568	NPC189266
Intermediate Similarity	0.7568	NPC172765
Intermediate Similarity	0.7568	NPC5238
Intermediate Similarity	0.7568	NPC2413
Intermediate Similarity	0.7563	NPC300166
Intermediate Similarity	0.7561	NPC474272
Intermediate Similarity	0.7559	NPC81067
Intermediate Similarity	0.7559	NPC141090
Intermediate Similarity	0.7559	NPC9341
Intermediate Similarity	0.7559	NPC114064
Intermediate Similarity	0.7559	NPC312105
Intermediate Similarity	0.7557	NPC298486
Intermediate Similarity	0.7557	NPC18128
Intermediate Similarity	0.7557	NPC77789
Intermediate Similarity	0.7556	NPC160193
Intermediate Similarity	0.7556	NPC472797
Intermediate Similarity	0.7541	NPC186469
Intermediate Similarity	0.7538	NPC212559
Intermediate Similarity	0.7537	NPC473221
Intermediate Similarity	0.7537	NPC66177
Intermediate Similarity	0.7537	NPC5428
Intermediate Similarity	0.7537	NPC8305
Intermediate Similarity	0.7537	NPC186898
Intermediate Similarity	0.7537	NPC268763
Intermediate Similarity	0.7536	NPC11147
Intermediate Similarity	0.7534	NPC274026
Intermediate Similarity	0.7519	NPC9067
Intermediate Similarity	0.7519	NPC228771
Intermediate Similarity	0.7519	NPC113495
Intermediate Similarity	0.7519	NPC105031
Intermediate Similarity	0.7519	NPC29008
Intermediate Similarity	0.7519	NPC266705
Intermediate Similarity	0.7518	NPC213206
Intermediate Similarity	0.7518	NPC328750
Intermediate Similarity	0.7518	NPC474915
Intermediate Similarity	0.7518	NPC188163
Intermediate Similarity	0.7517	NPC29647
Intermediate Similarity	0.7517	NPC7467
Intermediate Similarity	0.75	NPC217277
Intermediate Similarity	0.75	NPC31344
Intermediate Similarity	0.75	NPC328267

Drug Structure

NPD2230 OpenBabel08211701392D 21 21 0 0 1 0 0 0 0 0999 V2000 2.2321 -6.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7321 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2321 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7321 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0981 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.7321 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.0981 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.0981 -5.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -2.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2321 -1.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1158 -0.9745 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 19 1 0 0 0 0 4 5 1 0 0 0 0 4 7 1 0 0 0 0 5 10 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 14 1 0 0 0 0 8 13 1 0 0 0 0 9 15 2 0 0 0 0 10 16 1 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 14 1 0 0 0 0 12 17 1 0 0 0 0 13 16 1 0 0 0 0 14 16 1 0 0 0 0 15 19 1 0 0 0 0 16 18 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	263.19
ALogP	-0.9385
MLogP	2.89
XLogP	2.881
HDA	2
HBD	1
Rotatable Bonds	8
TPSA	32.7
RO5 Violation	0