NPASS drugs

Drug Information

Drug ID:	NPD5313
Drug Name:	Benzquinamide
Molecular Formula:	C22H32N2O5
Canonical SMILES:	CCN(C(=O)C1CN2CCc3c(C2CC1OC(=O)C)cc(c(c3)OC)OC)CC
Standard InCHI:	InChI=1S/C22H32N2O5/c1-6-23(7-2)22(26)17-13-24-9-8-15-10-20(27-4)21(28-5)11-16(15)18(24)12-19(17)29-14(3)25/h10-11,17-19H,6-9,12-13H2,1-5H3
Standard InCHIKey:	JSZILQVIPPROJI-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5313

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	198
0.1-0.2	971
0.2-0.3	2967
0.3-0.4	8967
0.4-0.5	4081
0.5-0.6	11333
0.6-0.7	1910
0.7-0.8	435
0.8-0.85	27
0.85-0.9	1
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	0.8596	NPC222524
Intermediate Similarity	0.8389	NPC477258
Intermediate Similarity	0.8362	NPC477259
Intermediate Similarity	0.8362	NPC169387
Intermediate Similarity	0.8295	NPC102760
Intermediate Similarity	0.8212	NPC208890
Intermediate Similarity	0.815	NPC474708
Intermediate Similarity	0.8137	NPC128019
Intermediate Similarity	0.8137	NPC136860
Intermediate Similarity	0.8137	NPC476567
Intermediate Similarity	0.811	NPC7467
Intermediate Similarity	0.8092	NPC475845
Intermediate Similarity	0.807	NPC476569
Intermediate Similarity	0.8056	NPC230098
Intermediate Similarity	0.8054	NPC267414
Intermediate Similarity	0.8049	NPC16107
Intermediate Similarity	0.8049	NPC210437
Intermediate Similarity	0.8049	NPC476144
Intermediate Similarity	0.8049	NPC106295
Intermediate Similarity	0.8049	NPC51957
Intermediate Similarity	0.8043	NPC24228
Intermediate Similarity	0.8035	NPC57812
Intermediate Similarity	0.8035	NPC474324
Intermediate Similarity	0.8023	NPC231198
Intermediate Similarity	0.8012	NPC328750
Intermediate Similarity	0.8012	NPC188163
Intermediate Similarity	0.8012	NPC213206
Intermediate Similarity	0.8012	NPC474915
Intermediate Similarity	0.7978	NPC27887
Intermediate Similarity	0.7966	NPC35680
Intermediate Similarity	0.7964	NPC119669
Intermediate Similarity	0.795	NPC314682
Intermediate Similarity	0.7944	NPC474746
Intermediate Similarity	0.7944	NPC475981
Intermediate Similarity	0.7929	NPC80129
Intermediate Similarity	0.7929	NPC187022
Intermediate Similarity	0.7927	NPC130926
Intermediate Similarity	0.7882	NPC25084
Intermediate Similarity	0.7882	NPC146288
Intermediate Similarity	0.7882	NPC247639
Intermediate Similarity	0.7877	NPC220961
Intermediate Similarity	0.7877	NPC474745
Intermediate Similarity	0.7865	NPC241704
Intermediate Similarity	0.7857	NPC476579
Intermediate Similarity	0.7835	NPC159815
Intermediate Similarity	0.7824	NPC41178
Intermediate Similarity	0.7824	NPC138487
Intermediate Similarity	0.7824	NPC216459
Intermediate Similarity	0.7821	NPC474325
Intermediate Similarity	0.7811	NPC233029
Intermediate Similarity	0.7811	NPC210148
Intermediate Similarity	0.7809	NPC304675
Intermediate Similarity	0.7807	NPC73020
Intermediate Similarity	0.7807	NPC14622
Intermediate Similarity	0.7807	NPC215098
Intermediate Similarity	0.7807	NPC46744
Intermediate Similarity	0.7807	NPC124302
Intermediate Similarity	0.7807	NPC70290
Intermediate Similarity	0.7798	NPC151895
Intermediate Similarity	0.7798	NPC192768
Intermediate Similarity	0.7798	NPC220858
Intermediate Similarity	0.7798	NPC88249
Intermediate Similarity	0.7798	NPC97221
Intermediate Similarity	0.7791	NPC216816
Intermediate Similarity	0.7784	NPC475959
Intermediate Similarity	0.7778	NPC32154
Intermediate Similarity	0.7765	NPC237044
Intermediate Similarity	0.7749	NPC268077
Intermediate Similarity	0.7747	NPC116007
Intermediate Similarity	0.7746	NPC475780
Intermediate Similarity	0.7737	NPC202771
Intermediate Similarity	0.7737	NPC2173
Intermediate Similarity	0.7737	NPC119818
Intermediate Similarity	0.7737	NPC328700
Intermediate Similarity	0.773	NPC226708
Intermediate Similarity	0.7725	NPC120671
Intermediate Similarity	0.7725	NPC226652
Intermediate Similarity	0.7725	NPC314100
Intermediate Similarity	0.7725	NPC72788
Intermediate Similarity	0.7722	NPC160193
Intermediate Similarity	0.7719	NPC110416
Intermediate Similarity	0.7719	NPC207757
Intermediate Similarity	0.7719	NPC276588
Intermediate Similarity	0.7719	NPC295691
Intermediate Similarity	0.7719	NPC172765
Intermediate Similarity	0.7719	NPC469817
Intermediate Similarity	0.7719	NPC127674
Intermediate Similarity	0.7719	NPC249797
Intermediate Similarity	0.7719	NPC54379
Intermediate Similarity	0.7719	NPC2413
Intermediate Similarity	0.7719	NPC39701
Intermediate Similarity	0.7719	NPC278799
Intermediate Similarity	0.7719	NPC78733
Intermediate Similarity	0.7719	NPC189266
Intermediate Similarity	0.7719	NPC5238
Intermediate Similarity	0.7719	NPC204828
Intermediate Similarity	0.7719	NPC184026
Intermediate Similarity	0.7719	NPC193949
Intermediate Similarity	0.7711	NPC185838
Intermediate Similarity	0.7706	NPC148898
Intermediate Similarity	0.7692	NPC274026
Intermediate Similarity	0.7688	NPC477080
Intermediate Similarity	0.7679	NPC24233
Intermediate Similarity	0.7679	NPC476571
Intermediate Similarity	0.7679	NPC246587
Intermediate Similarity	0.7679	NPC147390
Intermediate Similarity	0.7679	NPC428
Intermediate Similarity	0.7679	NPC135538
Intermediate Similarity	0.7674	NPC31311
Intermediate Similarity	0.7674	NPC234392
Intermediate Similarity	0.7667	NPC474470
Intermediate Similarity	0.7663	NPC162694
Intermediate Similarity	0.7657	NPC475393
Intermediate Similarity	0.7653	NPC10732
Intermediate Similarity	0.7644	NPC135006
Intermediate Similarity	0.7644	NPC205167
Intermediate Similarity	0.7634	NPC475597
Intermediate Similarity	0.7634	NPC473716
Intermediate Similarity	0.7622	NPC237579
Intermediate Similarity	0.7622	NPC166979
Intermediate Similarity	0.7619	NPC321505
Intermediate Similarity	0.7619	NPC476151
Intermediate Similarity	0.7619	NPC179825
Intermediate Similarity	0.7619	NPC191376
Intermediate Similarity	0.7614	NPC121275
Intermediate Similarity	0.7614	NPC284183
Intermediate Similarity	0.7614	NPC4138
Intermediate Similarity	0.7607	NPC253429
Intermediate Similarity	0.7604	NPC207971
Intermediate Similarity	0.7602	NPC133011
Intermediate Similarity	0.7602	NPC82285
Intermediate Similarity	0.7586	NPC111485
Intermediate Similarity	0.7586	NPC106786
Intermediate Similarity	0.7584	NPC241055
Intermediate Similarity	0.7572	NPC147091
Intermediate Similarity	0.7572	NPC476443
Intermediate Similarity	0.7572	NPC133817
Intermediate Similarity	0.7571	NPC256012
Intermediate Similarity	0.7571	NPC240841
Intermediate Similarity	0.7571	NPC317272
Intermediate Similarity	0.7571	NPC42549
Intermediate Similarity	0.7571	NPC250846
Intermediate Similarity	0.7571	NPC268503
Intermediate Similarity	0.7562	NPC10653
Intermediate Similarity	0.7562	NPC318525
Intermediate Similarity	0.7557	NPC59567
Intermediate Similarity	0.7554	NPC83511
Intermediate Similarity	0.7553	NPC469816
Intermediate Similarity	0.7553	NPC469815
Intermediate Similarity	0.7544	NPC476568
Intermediate Similarity	0.7543	NPC249274
Intermediate Similarity	0.7529	NPC92541
Intermediate Similarity	0.7529	NPC103379
Intermediate Similarity	0.7529	NPC477565
Intermediate Similarity	0.7528	NPC100566
Intermediate Similarity	0.7528	NPC284842
Intermediate Similarity	0.7514	NPC276944
Intermediate Similarity	0.7514	NPC232514
Intermediate Similarity	0.7514	NPC238530
Intermediate Similarity	0.7513	NPC33256
Intermediate Similarity	0.75	NPC317439
Intermediate Similarity	0.75	NPC63646
Intermediate Similarity	0.75	NPC153631
Intermediate Similarity	0.75	NPC227060
Intermediate Similarity	0.75	NPC37272
Intermediate Similarity	0.75	NPC10908
Intermediate Similarity	0.75	NPC276890
Intermediate Similarity	0.75	NPC76682
Intermediate Similarity	0.75	NPC115284
Intermediate Similarity	0.75	NPC317145
Intermediate Similarity	0.75	NPC198498
Intermediate Similarity	0.7486	NPC66573
Intermediate Similarity	0.7486	NPC59028
Intermediate Similarity	0.7486	NPC92191
Intermediate Similarity	0.7485	NPC223125
Intermediate Similarity	0.7471	NPC57512
Intermediate Similarity	0.7459	NPC41376
Intermediate Similarity	0.7459	NPC251580
Intermediate Similarity	0.7459	NPC12424
Intermediate Similarity	0.7459	NPC2314
Intermediate Similarity	0.7459	NPC129518
Intermediate Similarity	0.7458	NPC320104
Intermediate Similarity	0.7448	NPC138830
Intermediate Similarity	0.7447	NPC63152
Intermediate Similarity	0.7446	NPC115906
Intermediate Similarity	0.7444	NPC109925
Intermediate Similarity	0.7443	NPC215829
Intermediate Similarity	0.7443	NPC97072
Intermediate Similarity	0.7442	NPC81733
Intermediate Similarity	0.7442	NPC326316
Intermediate Similarity	0.7439	NPC7018
Intermediate Similarity	0.7435	NPC71124
Intermediate Similarity	0.7433	NPC141440
Intermediate Similarity	0.743	NPC190332
Intermediate Similarity	0.743	NPC181653
Intermediate Similarity	0.7427	NPC60538
Intermediate Similarity	0.7427	NPC207824
Intermediate Similarity	0.7421	NPC125924
Intermediate Similarity	0.7416	NPC24465
Intermediate Similarity	0.7414	NPC99659

Drug Structure

NPD5313 OpenBabel08211706322D 29 31 0 0 1 0 0 0 0 0999 V2000 -6.0622 -4.5000 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 -3.4641 -0.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 -3.4641 -3.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 3 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 -4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 14 1 0 0 0 0 4 27 1 0 0 0 0 5 28 1 0 0 0 0 6 23 1 0 0 0 0 7 23 1 0 0 0 0 8 9 1 0 0 0 0 8 15 1 0 0 0 0 9 24 1 0 0 0 0 10 15 2 0 0 0 0 10 20 1 0 0 0 0 11 16 2 0 0 0 0 11 21 1 0 0 0 0 12 18 1 0 0 0 0 12 19 1 0 0 0 0 13 17 1 0 0 0 0 13 24 1 0 0 0 0 14 25 2 0 0 0 0 14 29 1 0 0 0 0 15 16 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 19 29 1 0 0 0 0 20 21 2 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 23 1 0 0 0 0 22 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000713
DrugBank	DB00767
ChEMBL	CHEMBL1201250
IUPHAR/BPS	7124
PharmaGKB	PA164749018
KEGG Drug	D00243
PubChem CID	2342
ChEBI	27662
CAS Number	63-12-7

Drug Properties

Molecular Weight	404.23
ALogP	-0.3557
MLogP	3.11
XLogP	1.728
HDA	5
HBD	0
Rotatable Bonds	13
TPSA	68.31
RO5 Violation	0