NPASS drugs

Drug Information

Drug ID:	NPD3324
Drug Name:
Molecular Formula:	C19H18N2O
Canonical SMILES:	C#CCNCc1[nH]c2c(c1)cc(cc2)OCc1ccccc1
Standard InCHI:	InChI=1S/C19H18N2O/c1-2-10-20-13-17-11-16-12-18(8-9-19(16)21-17)22-14-15-6-4-3-5-7-15/h1,3-9,11-12,20-21H,10,13-14H2
Standard InCHIKey:	YFPNAYXYKXAKJC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3324

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	439
0.1-0.2	2936
0.2-0.3	9693
0.3-0.4	5026
0.4-0.5	9095
0.5-0.6	2230
0.6-0.7	1127
0.7-0.8	310
0.8-0.85	28
0.85-0.9	6
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
High Similarity	0.887	NPC176127
High Similarity	0.8681	NPC76748
High Similarity	0.8634	NPC92111
High Similarity	0.8626	NPC296527
High Similarity	0.8564	NPC176538
High Similarity	0.8541	NPC307963
Intermediate Similarity	0.8466	NPC329793
Intermediate Similarity	0.8449	NPC251090
Intermediate Similarity	0.8429	NPC162484
Intermediate Similarity	0.8429	NPC223427
Intermediate Similarity	0.8306	NPC84478
Intermediate Similarity	0.8298	NPC131017
Intermediate Similarity	0.8223	NPC208284
Intermediate Similarity	0.8173	NPC471304
Intermediate Similarity	0.8168	NPC72211
Intermediate Similarity	0.8158	NPC70259
Intermediate Similarity	0.8141	NPC266931
Intermediate Similarity	0.8128	NPC242928
Intermediate Similarity	0.8122	NPC201697
Intermediate Similarity	0.8105	NPC43787
Intermediate Similarity	0.8105	NPC205934
Intermediate Similarity	0.8095	NPC99666
Intermediate Similarity	0.8088	NPC280272
Intermediate Similarity	0.8083	NPC329747
Intermediate Similarity	0.8083	NPC315957
Intermediate Similarity	0.8071	NPC476465
Intermediate Similarity	0.8041	NPC232727
Intermediate Similarity	0.802	NPC193777
Intermediate Similarity	0.801	NPC285558
Intermediate Similarity	0.8	NPC48353
Intermediate Similarity	0.8	NPC94157
Intermediate Similarity	0.8	NPC135887
Intermediate Similarity	0.8	NPC474798
Intermediate Similarity	0.8	NPC199277
Intermediate Similarity	0.799	NPC249040
Intermediate Similarity	0.799	NPC121772
Intermediate Similarity	0.7989	NPC88363
Intermediate Similarity	0.797	NPC45190
Intermediate Similarity	0.797	NPC472111
Intermediate Similarity	0.7969	NPC13880
Intermediate Similarity	0.796	NPC478074
Intermediate Similarity	0.7959	NPC476138
Intermediate Similarity	0.7959	NPC245816
Intermediate Similarity	0.7957	NPC220765
Intermediate Similarity	0.7949	NPC267423
Intermediate Similarity	0.7938	NPC128823
Intermediate Similarity	0.7935	NPC184964
Intermediate Similarity	0.7927	NPC70956
Intermediate Similarity	0.7927	NPC243834
Intermediate Similarity	0.7926	NPC171171
Intermediate Similarity	0.7914	NPC204717
Intermediate Similarity	0.7908	NPC475085
Intermediate Similarity	0.7908	NPC475112
Intermediate Similarity	0.7908	NPC291535
Intermediate Similarity	0.7902	NPC472099
Intermediate Similarity	0.79	NPC167860
Intermediate Similarity	0.79	NPC123976
Intermediate Similarity	0.7892	NPC96321
Intermediate Similarity	0.7879	NPC476106
Intermediate Similarity	0.7879	NPC300156
Intermediate Similarity	0.7872	NPC314002
Intermediate Similarity	0.7871	NPC471080
Intermediate Similarity	0.7871	NPC469592
Intermediate Similarity	0.7865	NPC475190
Intermediate Similarity	0.7857	NPC476044
Intermediate Similarity	0.7842	NPC128751
Intermediate Similarity	0.7842	NPC246700
Intermediate Similarity	0.7835	NPC77555
Intermediate Similarity	0.7833	NPC470549
Intermediate Similarity	0.7828	NPC475070
Intermediate Similarity	0.7822	NPC316981
Intermediate Similarity	0.7822	NPC26679
Intermediate Similarity	0.7816	NPC132642
Intermediate Similarity	0.7811	NPC5145
Intermediate Similarity	0.7806	NPC19872
Intermediate Similarity	0.7801	NPC469497
Intermediate Similarity	0.7801	NPC106833
Intermediate Similarity	0.78	NPC475910
Intermediate Similarity	0.7794	NPC170114
Intermediate Similarity	0.7783	NPC476287
Intermediate Similarity	0.7778	NPC280799
Intermediate Similarity	0.7762	NPC157931
Intermediate Similarity	0.7761	NPC476116
Intermediate Similarity	0.7739	NPC470930
Intermediate Similarity	0.7734	NPC472098
Intermediate Similarity	0.7718	NPC469594
Intermediate Similarity	0.7709	NPC26850
Intermediate Similarity	0.7707	NPC152768
Intermediate Similarity	0.7707	NPC148183
Intermediate Similarity	0.7681	NPC213530
Intermediate Similarity	0.7681	NPC193267
Intermediate Similarity	0.7676	NPC474409
Intermediate Similarity	0.7673	NPC185782
Intermediate Similarity	0.7673	NPC473181
Intermediate Similarity	0.7653	NPC475253
Intermediate Similarity	0.7644	NPC477533
Intermediate Similarity	0.7644	NPC86078
Intermediate Similarity	0.7642	NPC252251
Intermediate Similarity	0.764	NPC26872
Intermediate Similarity	0.7635	NPC199667
Intermediate Similarity	0.7635	NPC11464
Intermediate Similarity	0.7634	NPC312872
Intermediate Similarity	0.763	NPC227908
Intermediate Similarity	0.7624	NPC82548
Intermediate Similarity	0.7617	NPC469554
Intermediate Similarity	0.7608	NPC310118
Intermediate Similarity	0.7606	NPC72980
Intermediate Similarity	0.7604	NPC66083
Intermediate Similarity	0.76	NPC476098
Intermediate Similarity	0.7593	NPC295228
Intermediate Similarity	0.7585	NPC305984
Intermediate Similarity	0.7574	NPC321428
Intermediate Similarity	0.757	NPC477531
Intermediate Similarity	0.7563	NPC156704
Intermediate Similarity	0.7563	NPC153042
Intermediate Similarity	0.7561	NPC473180
Intermediate Similarity	0.7553	NPC283152
Intermediate Similarity	0.7551	NPC276517
Intermediate Similarity	0.7548	NPC46561
Intermediate Similarity	0.7548	NPC303658
Intermediate Similarity	0.7541	NPC118511
Intermediate Similarity	0.7535	NPC474192
Intermediate Similarity	0.7535	NPC475720
Intermediate Similarity	0.7526	NPC206201
Intermediate Similarity	0.7525	NPC474145
Intermediate Similarity	0.7525	NPC475841
Intermediate Similarity	0.7524	NPC477532
Intermediate Similarity	0.7523	NPC209174
Intermediate Similarity	0.7513	NPC46580
Intermediate Similarity	0.7512	NPC110151
Intermediate Similarity	0.7512	NPC475774
Intermediate Similarity	0.7512	NPC478078
Intermediate Similarity	0.7512	NPC473185
Intermediate Similarity	0.75	NPC94943
Intermediate Similarity	0.75	NPC473189
Intermediate Similarity	0.75	NPC209769
Intermediate Similarity	0.75	NPC180504
Intermediate Similarity	0.7488	NPC270918
Intermediate Similarity	0.7488	NPC249583
Intermediate Similarity	0.7477	NPC311906
Intermediate Similarity	0.7464	NPC473041
Intermediate Similarity	0.7462	NPC326634
Intermediate Similarity	0.7461	NPC204385
Intermediate Similarity	0.7454	NPC101543
Intermediate Similarity	0.7452	NPC8022
Intermediate Similarity	0.7452	NPC470799
Intermediate Similarity	0.745	NPC234197
Intermediate Similarity	0.7449	NPC324149
Intermediate Similarity	0.7448	NPC190007
Intermediate Similarity	0.7441	NPC198503
Intermediate Similarity	0.7441	NPC60621
Intermediate Similarity	0.744	NPC477610
Intermediate Similarity	0.7429	NPC473179
Intermediate Similarity	0.7427	NPC187501
Intermediate Similarity	0.7419	NPC317430
Intermediate Similarity	0.7418	NPC21638
Intermediate Similarity	0.7416	NPC476041
Intermediate Similarity	0.7416	NPC304926
Intermediate Similarity	0.7415	NPC469589
Intermediate Similarity	0.7411	NPC79293
Intermediate Similarity	0.7411	NPC279401
Intermediate Similarity	0.7402	NPC4687
Intermediate Similarity	0.74	NPC18487
Intermediate Similarity	0.7396	NPC212535
Intermediate Similarity	0.7395	NPC314954
Intermediate Similarity	0.7391	NPC177404
Intermediate Similarity	0.7385	NPC39370
Intermediate Similarity	0.7376	NPC295898
Intermediate Similarity	0.7373	NPC473186
Intermediate Similarity	0.7368	NPC288349
Intermediate Similarity	0.7368	NPC469928
Intermediate Similarity	0.7368	NPC96890
Intermediate Similarity	0.7363	NPC315491
Intermediate Similarity	0.7363	NPC45459
Intermediate Similarity	0.7363	NPC11017
Intermediate Similarity	0.7363	NPC213308
Intermediate Similarity	0.736	NPC133140
Intermediate Similarity	0.736	NPC195268
Intermediate Similarity	0.7358	NPC284678
Intermediate Similarity	0.7356	NPC39500
Intermediate Similarity	0.735	NPC192315
Intermediate Similarity	0.7346	NPC292958
Intermediate Similarity	0.7342	NPC473540
Intermediate Similarity	0.7342	NPC478081
Intermediate Similarity	0.7337	NPC222018
Intermediate Similarity	0.733	NPC475816
Intermediate Similarity	0.7323	NPC84853
Intermediate Similarity	0.7323	NPC106937
Intermediate Similarity	0.7318	NPC6786
Intermediate Similarity	0.7317	NPC88008
Intermediate Similarity	0.7315	NPC471762
Intermediate Similarity	0.7313	NPC476167
Intermediate Similarity	0.7311	NPC323969
Intermediate Similarity	0.7311	NPC225279
Intermediate Similarity	0.7308	NPC308137
Intermediate Similarity	0.7308	NPC264176
Intermediate Similarity	0.7308	NPC310211
Intermediate Similarity	0.73	NPC267928
Intermediate Similarity	0.7297	NPC477066
Intermediate Similarity	0.7296	NPC32771

Drug Structure

NPD3324 OpenBabel08211703112D 24 26 0 0 0 0 0 0 0 0999 V2000 4.0878 1.7891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 0.9230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0132 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0132 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1472 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 -2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4152 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2812 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 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 -2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 0.0570 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 -3.5491 -1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 0.9230 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 0.9511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 3 0 0 0 0 2 10 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 9 2 0 0 0 0 8 18 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 16 1 0 0 0 0 11 17 2 0 0 0 0 12 16 1 0 0 0 0 12 18 2 0 0 0 0 13 17 1 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 22 1 0 0 0 0 16 19 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 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	DPR000092
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9947954
ChEBI
CAS Number

Drug Properties

Molecular Weight	290.14
ALogP	-0.1952
MLogP	3.22
XLogP	4.659
HDA	2
HBD	2
Rotatable Bonds	6
TPSA	37.05
RO5 Violation	0