NPASS drugs

Drug Information

Drug ID:	NPD3145
Drug Name:	Capsaicin
Molecular Formula:	C18H27NO3
Canonical SMILES:	COc1cc(CN=C(CCCC/C=C/C(C)C)O)ccc1O
Standard InCHI:	InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+
Standard InCHIKey:	YKPUWZUDDOIDPM-SOFGYWHQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3145

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	122
0.1-0.2	1070
0.2-0.3	4618
0.3-0.4	8573
0.4-0.5	3747
0.5-0.6	7940
0.6-0.7	3847
0.7-0.8	876
0.8-0.85	66
0.85-0.9	19
0.9-0.95	4
0.95-1	8

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	1.0	NPC308885
High Similarity	1.0	NPC255550
High Similarity	0.9762	NPC218530
High Similarity	0.976	NPC130595
High Similarity	0.976	NPC93882
High Similarity	0.9683	NPC285078
High Similarity	0.9683	NPC6854
High Similarity	0.9683	NPC313737
High Similarity	0.9286	NPC153990
High Similarity	0.907	NPC114102
High Similarity	0.9062	NPC155838
High Similarity	0.9	NPC214869
High Similarity	0.8992	NPC52029
High Similarity	0.8992	NPC35961
High Similarity	0.8992	NPC195749
High Similarity	0.8837	NPC186898
High Similarity	0.8837	NPC251571
High Similarity	0.876	NPC301713
High Similarity	0.8651	NPC53596
High Similarity	0.8651	NPC289330
High Similarity	0.8651	NPC17388
High Similarity	0.8651	NPC160120
High Similarity	0.8651	NPC471308
High Similarity	0.8601	NPC275027
High Similarity	0.8529	NPC204848
High Similarity	0.8529	NPC312770
High Similarity	0.8529	NPC41473
High Similarity	0.8529	NPC14600
High Similarity	0.8529	NPC160607
High Similarity	0.8527	NPC13020
High Similarity	0.8527	NPC140359
Intermediate Similarity	0.8473	NPC251466
Intermediate Similarity	0.8467	NPC296898
Intermediate Similarity	0.8467	NPC299583
Intermediate Similarity	0.845	NPC471315
Intermediate Similarity	0.845	NPC471314
Intermediate Similarity	0.8409	NPC191302
Intermediate Similarity	0.8397	NPC246133
Intermediate Similarity	0.8397	NPC170583
Intermediate Similarity	0.8397	NPC71105
Intermediate Similarity	0.8397	NPC152186
Intermediate Similarity	0.8397	NPC182147
Intermediate Similarity	0.8397	NPC207541
Intermediate Similarity	0.8333	NPC156944
Intermediate Similarity	0.8321	NPC131204
Intermediate Similarity	0.8321	NPC301050
Intermediate Similarity	0.8321	NPC300955
Intermediate Similarity	0.832	NPC142599
Intermediate Similarity	0.8286	NPC100478
Intermediate Similarity	0.8286	NPC222039
Intermediate Similarity	0.8276	NPC52475
Intermediate Similarity	0.8271	NPC41331
Intermediate Similarity	0.8271	NPC157740
Intermediate Similarity	0.8271	NPC172403
Intermediate Similarity	0.8271	NPC291449
Intermediate Similarity	0.8271	NPC99798
Intermediate Similarity	0.8239	NPC5462
Intermediate Similarity	0.8219	NPC18614
Intermediate Similarity	0.8211	NPC246358
Intermediate Similarity	0.8211	NPC7097
Intermediate Similarity	0.8211	NPC233731
Intermediate Similarity	0.8211	NPC36108
Intermediate Similarity	0.8209	NPC246974
Intermediate Similarity	0.8209	NPC147247
Intermediate Similarity	0.8148	NPC470706
Intermediate Similarity	0.814	NPC268572
Intermediate Similarity	0.8125	NPC321505
Intermediate Similarity	0.8125	NPC283468
Intermediate Similarity	0.8125	NPC115144
Intermediate Similarity	0.8125	NPC277857
Intermediate Similarity	0.8125	NPC191376
Intermediate Similarity	0.8125	NPC179825
Intermediate Similarity	0.8088	NPC329595
Intermediate Similarity	0.8088	NPC326599
Intermediate Similarity	0.808	NPC156840
Intermediate Similarity	0.808	NPC8547
Intermediate Similarity	0.808	NPC78918
Intermediate Similarity	0.808	NPC173746
Intermediate Similarity	0.808	NPC257124
Intermediate Similarity	0.808	NPC139617
Intermediate Similarity	0.808	NPC166837
Intermediate Similarity	0.8074	NPC469977
Intermediate Similarity	0.8069	NPC147390
Intermediate Similarity	0.8069	NPC246587
Intermediate Similarity	0.8069	NPC135538
Intermediate Similarity	0.8069	NPC428
Intermediate Similarity	0.8069	NPC476571
Intermediate Similarity	0.8069	NPC24233
Intermediate Similarity	0.8067	NPC329837
Intermediate Similarity	0.8062	NPC122009
Intermediate Similarity	0.8014	NPC103379
Intermediate Similarity	0.8014	NPC477565
Intermediate Similarity	0.8014	NPC477838
Intermediate Similarity	0.8014	NPC477837
Intermediate Similarity	0.8	NPC310338
Intermediate Similarity	0.8	NPC43275
Intermediate Similarity	0.8	NPC281298
Intermediate Similarity	0.7986	NPC185838
Intermediate Similarity	0.7984	NPC120075
Intermediate Similarity	0.7984	NPC164386
Intermediate Similarity	0.7945	NPC471032
Intermediate Similarity	0.7945	NPC470935
Intermediate Similarity	0.7945	NPC153644
Intermediate Similarity	0.7943	NPC231572
Intermediate Similarity	0.7939	NPC165133
Intermediate Similarity	0.7939	NPC242885
Intermediate Similarity	0.7939	NPC232316
Intermediate Similarity	0.7939	NPC227217
Intermediate Similarity	0.7939	NPC117780
Intermediate Similarity	0.7939	NPC56214
Intermediate Similarity	0.7939	NPC95614
Intermediate Similarity	0.7923	NPC470626
Intermediate Similarity	0.7917	NPC294249
Intermediate Similarity	0.7914	NPC473463
Intermediate Similarity	0.7905	NPC277669
Intermediate Similarity	0.7905	NPC127402
Intermediate Similarity	0.7905	NPC76213
Intermediate Similarity	0.7895	NPC298486
Intermediate Similarity	0.7883	NPC160193
Intermediate Similarity	0.7879	NPC183262
Intermediate Similarity	0.7879	NPC83279
Intermediate Similarity	0.7877	NPC476151
Intermediate Similarity	0.7872	NPC254610
Intermediate Similarity	0.7872	NPC193528
Intermediate Similarity	0.7863	NPC311595
Intermediate Similarity	0.7863	NPC24474
Intermediate Similarity	0.7852	NPC133011
Intermediate Similarity	0.7852	NPC82285
Intermediate Similarity	0.7846	NPC293619
Intermediate Similarity	0.7838	NPC220858
Intermediate Similarity	0.7838	NPC97221
Intermediate Similarity	0.7838	NPC151895
Intermediate Similarity	0.7838	NPC192768
Intermediate Similarity	0.7838	NPC88249
Intermediate Similarity	0.7823	NPC231705
Intermediate Similarity	0.7821	NPC66573
Intermediate Similarity	0.782	NPC38996
Intermediate Similarity	0.782	NPC160380
Intermediate Similarity	0.7803	NPC263835
Intermediate Similarity	0.78	NPC477564
Intermediate Similarity	0.78	NPC2295
Intermediate Similarity	0.7795	NPC195873
Intermediate Similarity	0.7786	NPC284855
Intermediate Similarity	0.7786	NPC282477
Intermediate Similarity	0.777	NPC207824
Intermediate Similarity	0.777	NPC60538
Intermediate Similarity	0.7769	NPC221049
Intermediate Similarity	0.7761	NPC85488
Intermediate Similarity	0.776	NPC227894
Intermediate Similarity	0.7748	NPC295691
Intermediate Similarity	0.7748	NPC2413
Intermediate Similarity	0.7748	NPC127674
Intermediate Similarity	0.7748	NPC189266
Intermediate Similarity	0.7748	NPC184026
Intermediate Similarity	0.7748	NPC5238
Intermediate Similarity	0.7748	NPC204828
Intermediate Similarity	0.7748	NPC193949
Intermediate Similarity	0.7748	NPC249797
Intermediate Similarity	0.7748	NPC278799
Intermediate Similarity	0.7748	NPC39701
Intermediate Similarity	0.7748	NPC110416
Intermediate Similarity	0.7748	NPC107602
Intermediate Similarity	0.7748	NPC207757
Intermediate Similarity	0.7748	NPC276588
Intermediate Similarity	0.7748	NPC54379
Intermediate Similarity	0.7748	NPC172765
Intermediate Similarity	0.7748	NPC469817
Intermediate Similarity	0.7744	NPC189844
Intermediate Similarity	0.7744	NPC269843
Intermediate Similarity	0.7744	NPC60962
Intermediate Similarity	0.7744	NPC158949
Intermediate Similarity	0.7744	NPC14007
Intermediate Similarity	0.7744	NPC224814
Intermediate Similarity	0.7744	NPC207613
Intermediate Similarity	0.7744	NPC109083
Intermediate Similarity	0.7734	NPC165646
Intermediate Similarity	0.7717	NPC137685
Intermediate Similarity	0.7717	NPC474149
Intermediate Similarity	0.771	NPC259638
Intermediate Similarity	0.771	NPC86947
Intermediate Similarity	0.771	NPC39793
Intermediate Similarity	0.7708	NPC275150
Intermediate Similarity	0.7704	NPC31344
Intermediate Similarity	0.7704	NPC280704
Intermediate Similarity	0.7704	NPC317769
Intermediate Similarity	0.7698	NPC476570
Intermediate Similarity	0.7697	NPC147091
Intermediate Similarity	0.7692	NPC303370
Intermediate Similarity	0.7687	NPC324571
Intermediate Similarity	0.7687	NPC343720
Intermediate Similarity	0.7687	NPC54872
Intermediate Similarity	0.7687	NPC211992
Intermediate Similarity	0.7687	NPC476343
Intermediate Similarity	0.7687	NPC70752
Intermediate Similarity	0.7687	NPC262156
Intermediate Similarity	0.7687	NPC473853
Intermediate Similarity	0.7687	NPC312675
Intermediate Similarity	0.7687	NPC184651
Intermediate Similarity	0.7687	NPC201777
Intermediate Similarity	0.7687	NPC113865

Drug Structure

NPD3145 OpenBabel08211702562D 24 24 0 0 0 0 0 0 0 0999 V2000 7.7942 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 22 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 9 1 0 0 0 0 8 14 1 0 0 0 0 9 18 1 0 0 0 0 10 11 2 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 15 2 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 19 2 3 0 0 0 18 21 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015944
DrugBank	DB05318
ChEMBL
IUPHAR/BPS	2486
PharmaGKB
KEGG Drug
PubChem CID	1548943
ChEBI
CAS Number

Drug Properties

Molecular Weight	305.20
ALogP	-0.0512
MLogP	3
XLogP	4.651
HDA	2
HBD	2
Rotatable Bonds	14
TPSA	62.05
RO5 Violation	0