NPASS drugs

Drug Information

Drug ID:	NPD6688
Drug Name:	Pinaverium
Molecular Formula:	C26H41BrNO4
Canonical SMILES:	COc1cc(C[N+]2(CCOCCC3CCC4CC3C4(C)C)CCOCC2)c(cc1OC)Br
Standard InCHI:	InChI=1S/C26H41BrNO4/c1-26(2)21-6-5-19(22(26)16-21)7-11-31-12-8-28(9-13-32-14-10-28)18-20-15-24(29-3)25(30-4)17-23(20)27/h15,17,19,21-22H,5-14,16,18H2,1-4H3/q+1
Standard InCHIKey:	DDHUTBKXLWCZCO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6688

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	284
0.1-0.2	1296
0.2-0.3	4569
0.3-0.4	8772
0.4-0.5	7173
0.5-0.6	7504
0.6-0.7	1047
0.7-0.8	245
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
Intermediate Similarity	0.7875	NPC188163
Intermediate Similarity	0.7875	NPC474915
Intermediate Similarity	0.7875	NPC213206
Intermediate Similarity	0.7875	NPC328750
Intermediate Similarity	0.7812	NPC314682
Intermediate Similarity	0.7806	NPC160193
Intermediate Similarity	0.7778	NPC136860
Intermediate Similarity	0.7778	NPC476567
Intermediate Similarity	0.7778	NPC128019
Intermediate Similarity	0.7651	NPC7467
Intermediate Similarity	0.759	NPC210437
Intermediate Similarity	0.759	NPC51957
Intermediate Similarity	0.759	NPC476144
Intermediate Similarity	0.759	NPC106295
Intermediate Similarity	0.759	NPC16107
Intermediate Similarity	0.7576	NPC130926
Intermediate Similarity	0.7576	NPC185838
Intermediate Similarity	0.7564	NPC172403
Intermediate Similarity	0.7545	NPC147390
Intermediate Similarity	0.7545	NPC24233
Intermediate Similarity	0.7545	NPC476571
Intermediate Similarity	0.7545	NPC246587
Intermediate Similarity	0.7545	NPC475959
Intermediate Similarity	0.7545	NPC135538
Intermediate Similarity	0.7545	NPC428
Intermediate Similarity	0.7545	NPC130941
Intermediate Similarity	0.7529	NPC233650
Intermediate Similarity	0.7516	NPC42793
Intermediate Similarity	0.7516	NPC167944
Intermediate Similarity	0.7516	NPC231884
Intermediate Similarity	0.7515	NPC81733
Intermediate Similarity	0.7515	NPC326316
Intermediate Similarity	0.75	NPC92541
Intermediate Similarity	0.75	NPC219162
Intermediate Similarity	0.7486	NPC134858
Intermediate Similarity	0.7485	NPC191376
Intermediate Similarity	0.7485	NPC476151
Intermediate Similarity	0.7485	NPC187022
Intermediate Similarity	0.7485	NPC179825
Intermediate Similarity	0.7485	NPC321505
Intermediate Similarity	0.7485	NPC99659
Intermediate Similarity	0.7485	NPC325871
Intermediate Similarity	0.7485	NPC80129
Intermediate Similarity	0.7472	NPC476331
Intermediate Similarity	0.7457	NPC477080
Intermediate Similarity	0.7456	NPC192768
Intermediate Similarity	0.7456	NPC151895
Intermediate Similarity	0.7456	NPC88249
Intermediate Similarity	0.7456	NPC220858
Intermediate Similarity	0.7456	NPC97221
Intermediate Similarity	0.7442	NPC25084
Intermediate Similarity	0.7442	NPC247639
Intermediate Similarity	0.7438	NPC160692
Intermediate Similarity	0.7412	NPC476568
Intermediate Similarity	0.7407	NPC301050
Intermediate Similarity	0.7407	NPC7018
Intermediate Similarity	0.7407	NPC131204
Intermediate Similarity	0.7401	NPC210140
Intermediate Similarity	0.7401	NPC150879
Intermediate Similarity	0.7399	NPC476572
Intermediate Similarity	0.7396	NPC103379
Intermediate Similarity	0.7396	NPC477565
Intermediate Similarity	0.7384	NPC78733
Intermediate Similarity	0.7381	NPC144863
Intermediate Similarity	0.7381	NPC253883
Intermediate Similarity	0.7381	NPC90844
Intermediate Similarity	0.7381	NPC95075
Intermediate Similarity	0.7368	NPC233029
Intermediate Similarity	0.7368	NPC210148
Intermediate Similarity	0.7365	NPC110337
Intermediate Similarity	0.7362	NPC253429
Intermediate Similarity	0.7356	NPC59028
Intermediate Similarity	0.7356	NPC92191
Intermediate Similarity	0.7356	NPC216816
Intermediate Similarity	0.7353	NPC274026
Intermediate Similarity	0.7341	NPC180756
Intermediate Similarity	0.7341	NPC146288
Intermediate Similarity	0.7341	NPC147091
Intermediate Similarity	0.7341	NPC323443
Intermediate Similarity	0.7314	NPC205167
Intermediate Similarity	0.731	NPC8337
Intermediate Similarity	0.731	NPC476579
Intermediate Similarity	0.731	NPC85747
Intermediate Similarity	0.7294	NPC207824
Intermediate Similarity	0.7294	NPC60538
Intermediate Similarity	0.7288	NPC247972
Intermediate Similarity	0.7288	NPC169743
Intermediate Similarity	0.7283	NPC278799
Intermediate Similarity	0.7283	NPC244112
Intermediate Similarity	0.7283	NPC54379
Intermediate Similarity	0.7283	NPC216459
Intermediate Similarity	0.7283	NPC207757
Intermediate Similarity	0.7283	NPC41178
Intermediate Similarity	0.7283	NPC469817
Intermediate Similarity	0.7283	NPC189266
Intermediate Similarity	0.7283	NPC276588
Intermediate Similarity	0.7283	NPC184026
Intermediate Similarity	0.7283	NPC2413
Intermediate Similarity	0.7283	NPC5238
Intermediate Similarity	0.7283	NPC110416
Intermediate Similarity	0.7283	NPC138487
Intermediate Similarity	0.7283	NPC193949
Intermediate Similarity	0.7283	NPC204828
Intermediate Similarity	0.7283	NPC172765
Intermediate Similarity	0.7283	NPC127674
Intermediate Similarity	0.7283	NPC39701
Intermediate Similarity	0.7283	NPC249797
Intermediate Similarity	0.7283	NPC295691
Intermediate Similarity	0.7273	NPC60186
Intermediate Similarity	0.7268	NPC220961
Intermediate Similarity	0.7267	NPC82285
Intermediate Similarity	0.7267	NPC148898
Intermediate Similarity	0.7267	NPC133011
Intermediate Similarity	0.7263	NPC158148
Intermediate Similarity	0.7263	NPC82533
Intermediate Similarity	0.7263	NPC290759
Intermediate Similarity	0.7263	NPC266176
Intermediate Similarity	0.7257	NPC118804
Intermediate Similarity	0.7241	NPC170503
Intermediate Similarity	0.7241	NPC186063
Intermediate Similarity	0.7241	NPC126519
Intermediate Similarity	0.7241	NPC203784
Intermediate Similarity	0.7239	NPC11147
Intermediate Similarity	0.7232	NPC475393
Intermediate Similarity	0.7232	NPC324144
Intermediate Similarity	0.7229	NPC323204
Intermediate Similarity	0.7216	NPC166014
Intermediate Similarity	0.7216	NPC306902
Intermediate Similarity	0.7216	NPC249274
Intermediate Similarity	0.7216	NPC266753
Intermediate Similarity	0.7216	NPC160298
Intermediate Similarity	0.7216	NPC477559
Intermediate Similarity	0.7216	NPC27410
Intermediate Similarity	0.7216	NPC475780
Intermediate Similarity	0.7216	NPC232924
Intermediate Similarity	0.7213	NPC21885
Intermediate Similarity	0.7209	NPC277669
Intermediate Similarity	0.7209	NPC76213
Intermediate Similarity	0.7207	NPC57812
Intermediate Similarity	0.7207	NPC474324
Intermediate Similarity	0.72	NPC129603
Intermediate Similarity	0.7195	NPC470249
Intermediate Similarity	0.7191	NPC196447
Intermediate Similarity	0.7191	NPC13504
Intermediate Similarity	0.7191	NPC306843
Intermediate Similarity	0.7191	NPC302527
Intermediate Similarity	0.7191	NPC78222
Intermediate Similarity	0.7191	NPC253043
Intermediate Similarity	0.7191	NPC212794
Intermediate Similarity	0.7191	NPC477563
Intermediate Similarity	0.7191	NPC136508
Intermediate Similarity	0.7191	NPC4138
Intermediate Similarity	0.7191	NPC167546
Intermediate Similarity	0.7191	NPC16805
Intermediate Similarity	0.7191	NPC96603
Intermediate Similarity	0.7191	NPC121275
Intermediate Similarity	0.7191	NPC284183
Intermediate Similarity	0.7184	NPC93593
Intermediate Similarity	0.7182	NPC477640
Intermediate Similarity	0.7182	NPC225597
Intermediate Similarity	0.7182	NPC470739
Intermediate Similarity	0.7182	NPC65403
Intermediate Similarity	0.7168	NPC476580
Intermediate Similarity	0.7168	NPC470924
Intermediate Similarity	0.7168	NPC26601
Intermediate Similarity	0.7167	NPC58766
Intermediate Similarity	0.7167	NPC475686
Intermediate Similarity	0.7167	NPC475845
Intermediate Similarity	0.7159	NPC111485
Intermediate Similarity	0.7158	NPC474470
Intermediate Similarity	0.7151	NPC42549
Intermediate Similarity	0.7151	NPC24264
Intermediate Similarity	0.7151	NPC268503
Intermediate Similarity	0.7151	NPC476432
Intermediate Similarity	0.7151	NPC240841
Intermediate Similarity	0.7151	NPC250846
Intermediate Similarity	0.7151	NPC317272
Intermediate Similarity	0.7151	NPC256012
Intermediate Similarity	0.7143	NPC234392
Intermediate Similarity	0.7143	NPC31311
Intermediate Similarity	0.7127	NPC474475
Intermediate Similarity	0.7127	NPC474708
Intermediate Similarity	0.7126	NPC477564
Intermediate Similarity	0.7126	NPC2295
Intermediate Similarity	0.7126	NPC470925
Intermediate Similarity	0.7119	NPC215829
Intermediate Similarity	0.7119	NPC97072
Intermediate Similarity	0.7117	NPC325568
Intermediate Similarity	0.7111	NPC247389
Intermediate Similarity	0.7111	NPC117188
Intermediate Similarity	0.7111	NPC145832
Intermediate Similarity	0.7111	NPC306555
Intermediate Similarity	0.7111	NPC205421
Intermediate Similarity	0.7111	NPC474931
Intermediate Similarity	0.7111	NPC81218
Intermediate Similarity	0.7111	NPC210918
Intermediate Similarity	0.7111	NPC158376
Intermediate Similarity	0.7111	NPC12053
Intermediate Similarity	0.7108	NPC470250
Intermediate Similarity	0.7102	NPC65490

Drug Structure

NPD6688 OpenBabel08211710072D 32 35 0 0 1 0 0 0 0 0999 V2000 -0.6321 -4.2498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1321 -5.1159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.8387 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5923 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4766 -4.3396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9966 -4.6942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6128 0.7754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9140 1.4790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0727 0.6814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5346 0.2693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4928 1.6868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7634 1.1272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3106 -0.2066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7726 -0.6187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5923 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8568 -3.5427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3885 1.3790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4295 -3.7120 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.5923 0.9193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5980 -4.5087 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.8909 -3.2839 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.7962 1.3790 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7962 -0.4597 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 -1.6321 -4.2498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7962 2.2983 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 3.1847 0.9193 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 0.7962 -1.3790 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7962 -0.4597 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2221 2.2465 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6606 -0.8567 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 26 1 0 0 0 0 3 29 1 0 0 0 0 4 30 1 0 0 0 0 5 6 1 0 0 0 0 5 19 1 0 0 0 0 6 21 1 0 0 0 0 7 11 1 0 0 0 0 7 19 1 0 0 0 0 8 12 1 0 0 0 0 8 28 1 0 0 0 0 9 13 1 0 0 0 0 9 28 1 0 0 0 0 10 14 1 0 0 0 0 10 28 1 0 0 0 0 11 31 1 0 0 0 0 12 31 1 0 0 0 0 13 32 1 0 0 0 0 14 32 1 0 0 0 0 15 20 2 0 0 0 0 15 24 1 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 2 0 0 0 0 17 25 1 0 0 0 0 18 20 1 0 0 0 0 18 28 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 21 26 1 0 0 0 0 22 26 1 0 0 0 0 23 27 1 0 0 0 0 24 25 2 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 M CHG 1 28 1 M END $$$$

External Identifiers

TTD	DCL000931
DrugBank	DB09090
ChEMBL	CHEMBL1909324
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	40703
ChEBI	135811
CAS Number	59995-65-2

Drug Properties

Molecular Weight	510.22
ALogP	-0.3208
MLogP	3.66
XLogP	5.549
HDA	2
HBD	0
Rotatable Bonds	15
TPSA	36.92
RO5 Violation	1