NPASS drugs

Drug Information

Drug ID:	NPD2597
Drug Name:	tesofensine
Molecular Formula:	C17H23Cl2NO
Canonical SMILES:	CCOC[C@H]1[C@H]2CC[C@H](N2C)C[C@@H]1c1ccc(c(c1)Cl)Cl
Standard InCHI:	InChI=1S/C17H23Cl2NO/c1-3-21-10-14-13(9-12-5-7-17(14)20(12)2)11-4-6-15(18)16(19)8-11/h4,6,8,12-14,17H,3,5,7,9-10H2,1-2H3/t12-,13+,14+,17+/m0/s1
Standard InCHIKey:	VCVWXKKWDOJNIT-ZOMKSWQUSA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2597

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	144
0.1-0.2	966
0.2-0.3	5361
0.3-0.4	16208
0.4-0.5	7194
0.5-0.6	981
0.6-0.7	36
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	0.6818	NPC320656
Remote Similarity	0.6741	NPC317474
Remote Similarity	0.6741	NPC213126
Remote Similarity	0.6741	NPC291027
Remote Similarity	0.6741	NPC169485
Remote Similarity	0.6741	NPC84281
Remote Similarity	0.656	NPC471310
Remote Similarity	0.6549	NPC231986
Remote Similarity	0.6512	NPC65855
Remote Similarity	0.6512	NPC292758
Remote Similarity	0.6457	NPC474559
Remote Similarity	0.6408	NPC69496
Remote Similarity	0.6385	NPC158854
Remote Similarity	0.6345	NPC313352
Remote Similarity	0.6327	NPC281104
Remote Similarity	0.6276	NPC233910
Remote Similarity	0.6276	NPC245836
Remote Similarity	0.6241	NPC474847
Remote Similarity	0.6216	NPC316906
Remote Similarity	0.6197	NPC65310
Remote Similarity	0.6183	NPC77294
Remote Similarity	0.6148	NPC470926
Remote Similarity	0.6143	NPC26285
Remote Similarity	0.6136	NPC24777
Remote Similarity	0.6115	NPC476990
Remote Similarity	0.609	NPC313981
Remote Similarity	0.6071	NPC202521
Remote Similarity	0.6048	NPC474974
Remote Similarity	0.6029	NPC471318
Remote Similarity	0.6029	NPC113099
Remote Similarity	0.6028	NPC252878
Remote Similarity	0.6026	NPC243162
Remote Similarity	0.6016	NPC316797
Remote Similarity	0.6016	NPC228400
Remote Similarity	0.6016	NPC214200
Remote Similarity	0.6	NPC472100
Remote Similarity	0.5986	NPC6975
Remote Similarity	0.5986	NPC46427
Remote Similarity	0.5973	NPC273907
Remote Similarity	0.5973	NPC475318
Remote Similarity	0.5973	NPC293377
Remote Similarity	0.5973	NPC49577
Remote Similarity	0.5973	NPC76785
Remote Similarity	0.5973	NPC474855
Remote Similarity	0.5973	NPC476102
Remote Similarity	0.5973	NPC118099
Remote Similarity	0.5973	NPC79465
Remote Similarity	0.5973	NPC9687
Remote Similarity	0.5973	NPC475598
Remote Similarity	0.5973	NPC260045
Remote Similarity	0.5973	NPC151706
Remote Similarity	0.5973	NPC474811
Remote Similarity	0.5973	NPC90194
Remote Similarity	0.5973	NPC474787
Remote Similarity	0.5935	NPC116519
Remote Similarity	0.5931	NPC478079
Remote Similarity	0.5926	NPC269340
Remote Similarity	0.5897	NPC264589
Remote Similarity	0.5882	NPC104070
Remote Similarity	0.5878	NPC88267
Remote Similarity	0.5878	NPC224610
Remote Similarity	0.5878	NPC113326
Remote Similarity	0.5878	NPC194390
Remote Similarity	0.5873	NPC58674
Remote Similarity	0.5873	NPC161972
Remote Similarity	0.5873	NPC303045
Remote Similarity	0.5871	NPC472103
Remote Similarity	0.5859	NPC322598
Remote Similarity	0.5845	NPC316896
Remote Similarity	0.5833	NPC307020
Remote Similarity	0.5833	NPC285394
Remote Similarity	0.5833	NPC167336
Remote Similarity	0.5828	NPC471264
Remote Similarity	0.5828	NPC471265
Remote Similarity	0.5827	NPC25565
Remote Similarity	0.582	NPC17497
Remote Similarity	0.582	NPC305602
Remote Similarity	0.5817	NPC469427
Remote Similarity	0.5817	NPC469426
Remote Similarity	0.5806	NPC316108
Remote Similarity	0.5802	NPC29285
Remote Similarity	0.5793	NPC477248
Remote Similarity	0.5793	NPC477249
Remote Similarity	0.5782	NPC40488
Remote Similarity	0.5781	NPC473501
Remote Similarity	0.5781	NPC475439
Remote Similarity	0.5781	NPC472258
Remote Similarity	0.5772	NPC12429
Remote Similarity	0.5769	NPC474582
Remote Similarity	0.5769	NPC469457
Remote Similarity	0.5767	NPC113946
Remote Similarity	0.5755	NPC101139
Remote Similarity	0.5748	NPC329430
Remote Similarity	0.5741	NPC161827
Remote Similarity	0.5734	NPC314192
Remote Similarity	0.5733	NPC287401
Remote Similarity	0.5732	NPC476443
Remote Similarity	0.5732	NPC133817
Remote Similarity	0.5726	NPC470877
Remote Similarity	0.5725	NPC239854
Remote Similarity	0.5724	NPC478140
Remote Similarity	0.5724	NPC255253
Remote Similarity	0.5714	NPC473418
Remote Similarity	0.5714	NPC68967
Remote Similarity	0.5705	NPC209509
Remote Similarity	0.5705	NPC130309
Remote Similarity	0.5683	NPC33742
Remote Similarity	0.568	NPC78041
Remote Similarity	0.568	NPC74936
Remote Similarity	0.568	NPC471307
Remote Similarity	0.568	NPC141139
Remote Similarity	0.568	NPC121872
Remote Similarity	0.568	NPC209764
Remote Similarity	0.568	NPC159178
Remote Similarity	0.5679	NPC478076
Remote Similarity	0.5671	NPC153694
Remote Similarity	0.5671	NPC211525
Remote Similarity	0.5664	NPC321133
Remote Similarity	0.5664	NPC200964
Remote Similarity	0.5659	NPC311242
Remote Similarity	0.5656	NPC475710
Remote Similarity	0.5655	NPC175726
Remote Similarity	0.5655	NPC474082
Remote Similarity	0.5652	NPC475763
Remote Similarity	0.5649	NPC163392
Remote Similarity	0.5649	NPC239762
Remote Similarity	0.5646	NPC278097
Remote Similarity	0.5641	NPC471516
Remote Similarity	0.5641	NPC476978
Remote Similarity	0.5639	NPC147000
Remote Similarity	0.5639	NPC226778
Remote Similarity	0.5639	NPC150254
Remote Similarity	0.5639	NPC304761
Remote Similarity	0.5636	NPC243673
Remote Similarity	0.5636	NPC63210
Remote Similarity	0.5636	NPC148468
Remote Similarity	0.5636	NPC310403
Remote Similarity	0.5636	NPC263709
Remote Similarity	0.5636	NPC97380
Remote Similarity	0.5635	NPC226438
Remote Similarity	0.5621	NPC11147
Remote Similarity	0.5613	NPC269398
Remote Similarity	0.5613	NPC263493
Remote Similarity	0.561	NPC477156
Remote Similarity	0.561	NPC477157
Remote Similarity	0.5608	NPC89923
Remote Similarity	0.5608	NPC239990
Remote Similarity	0.5608	NPC152850
Remote Similarity	0.5608	NPC105114
Remote Similarity	0.5608	NPC71933
Remote Similarity	0.5605	NPC316008
Remote Similarity	0.5605	NPC313867
Remote Similarity	0.5605	NPC5620
Remote Similarity	0.5603	NPC315276
Remote Similarity	0.5603	NPC470544
Remote Similarity	0.5603	NPC285926
Remote Similarity	0.5603	NPC14672
Remote Similarity	0.5602	NPC474058
Remote Similarity	0.56	NPC255447

Drug Structure

NPD2597 OpenBabel08211702172D 21 23 0 0 1 0 0 0 0 0999 V2000 1.3653 3.6008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4370 0.1946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4087 3.6008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7716 1.7454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8222 -0.8896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6000 2.2237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2113 -0.0157 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6000 0.3105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8690 -0.5565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4086 1.9440 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7716 0.7888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1036 -1.1302 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8977 0.3997 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1679 1.0182 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4285 1.7454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4285 0.7888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7707 0.8335 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2569 2.2237 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.2569 0.3105 0.0000 Cl 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 -0.0696 2.7724 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 20 1 0 0 0 0 3 21 1 0 0 0 0 4 6 2 0 0 0 0 4 11 1 0 0 0 0 5 7 1 0 0 0 0 6 15 1 0 0 0 0 8 11 2 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 13 1 0 0 0 0 10 21 1 0 0 0 0 12 5 1 6 0 0 0 12 20 1 0 0 0 0 13 11 1 1 0 0 0 13 14 1 0 0 0 0 14 10 1 6 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 17 7 1 6 0 0 0 17 20 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006312
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	327.12
ALogP	1.0527
MLogP	2.89
XLogP	3.955
HDA	2
HBD	0
Rotatable Bonds	8
TPSA	12.47
RO5 Violation	0