NPASS drugs

Drug Information

Drug ID:	NPD3789
Drug Name:	Ketazolam
Molecular Formula:	C20H17ClN2O3
Canonical SMILES:	CC1=CC(=O)N2C(O1)(c1ccccc1)c1cc(Cl)ccc1N(C(=O)C2)C
Standard InCHI:	InChI=1S/C20H17ClN2O3/c1-13-10-18(24)23-12-19(25)22(2)17-9-8-15(21)11-16(17)20(23,26-13)14-6-4-3-5-7-14/h3-11H,12H2,1-2H3
Standard InCHIKey:	PWAJCNITSBZRBL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3789

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	259
0.1-0.2	2010
0.2-0.3	9074
0.3-0.4	6013
0.4-0.5	11288
0.5-0.6	2080
0.6-0.7	160
0.7-0.8	6
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	0.7829	NPC231382
Intermediate Similarity	0.78	NPC250476
Intermediate Similarity	0.7625	NPC308197
Intermediate Similarity	0.75	NPC242000
Intermediate Similarity	0.7468	NPC325599
Intermediate Similarity	0.7079	NPC307640
Remote Similarity	0.6914	NPC320064
Remote Similarity	0.6707	NPC184437
Remote Similarity	0.6632	NPC198401
Remote Similarity	0.6629	NPC471132
Remote Similarity	0.6573	NPC301163
Remote Similarity	0.6536	NPC93653
Remote Similarity	0.6532	NPC254798
Remote Similarity	0.6519	NPC471130
Remote Similarity	0.65	NPC88970
Remote Similarity	0.6497	NPC228515
Remote Similarity	0.6442	NPC248601
Remote Similarity	0.6429	NPC299582
Remote Similarity	0.6404	NPC285192
Remote Similarity	0.6368	NPC471785
Remote Similarity	0.6345	NPC472539
Remote Similarity	0.6345	NPC472540
Remote Similarity	0.6345	NPC470787
Remote Similarity	0.633	NPC14325
Remote Similarity	0.633	NPC28848
Remote Similarity	0.6328	NPC243756
Remote Similarity	0.6327	NPC471825
Remote Similarity	0.6327	NPC198673
Remote Similarity	0.6319	NPC289776
Remote Similarity	0.6319	NPC191863
Remote Similarity	0.6319	NPC133470
Remote Similarity	0.6318	NPC295898
Remote Similarity	0.6316	NPC116096
Remote Similarity	0.6316	NPC315051
Remote Similarity	0.6313	NPC472542
Remote Similarity	0.6313	NPC472541
Remote Similarity	0.631	NPC313352
Remote Similarity	0.6302	NPC322621
Remote Similarity	0.6292	NPC122106
Remote Similarity	0.629	NPC471604
Remote Similarity	0.629	NPC471648
Remote Similarity	0.6283	NPC314659
Remote Similarity	0.6281	NPC168911
Remote Similarity	0.6278	NPC29285
Remote Similarity	0.6272	NPC29650
Remote Similarity	0.6271	NPC144691
Remote Similarity	0.6264	NPC474058
Remote Similarity	0.6263	NPC85613
Remote Similarity	0.6235	NPC138365
Remote Similarity	0.623	NPC197335
Remote Similarity	0.623	NPC476231
Remote Similarity	0.6223	NPC470548
Remote Similarity	0.622	NPC325013
Remote Similarity	0.6216	NPC472115
Remote Similarity	0.6216	NPC472114
Remote Similarity	0.6211	NPC316582
Remote Similarity	0.6209	NPC471122
Remote Similarity	0.62	NPC239954
Remote Similarity	0.6196	NPC189116
Remote Similarity	0.6193	NPC473004
Remote Similarity	0.6193	NPC9373
Remote Similarity	0.619	NPC475607
Remote Similarity	0.6186	NPC311858
Remote Similarity	0.6185	NPC186284
Remote Similarity	0.6185	NPC22082
Remote Similarity	0.6176	NPC173295
Remote Similarity	0.6175	NPC27904
Remote Similarity	0.6173	NPC174629
Remote Similarity	0.6173	NPC257490
Remote Similarity	0.6173	NPC473569
Remote Similarity	0.617	NPC139085
Remote Similarity	0.617	NPC214626
Remote Similarity	0.617	NPC96901
Remote Similarity	0.617	NPC251212
Remote Similarity	0.6162	NPC471124
Remote Similarity	0.6161	NPC244425
Remote Similarity	0.6161	NPC15384
Remote Similarity	0.6161	NPC471197
Remote Similarity	0.6158	NPC474081
Remote Similarity	0.6154	NPC123241
Remote Similarity	0.6154	NPC113946
Remote Similarity	0.6145	NPC476950
Remote Similarity	0.6142	NPC1820
Remote Similarity	0.6142	NPC22476
Remote Similarity	0.6141	NPC293458
Remote Similarity	0.6139	NPC138830
Remote Similarity	0.6139	NPC67904
Remote Similarity	0.6138	NPC475594
Remote Similarity	0.6134	NPC473007
Remote Similarity	0.6132	NPC471198
Remote Similarity	0.6129	NPC279527
Remote Similarity	0.6129	NPC214960
Remote Similarity	0.6127	NPC295548
Remote Similarity	0.6127	NPC130251
Remote Similarity	0.6126	NPC321211
Remote Similarity	0.6119	NPC100863
Remote Similarity	0.6118	NPC316104
Remote Similarity	0.6118	NPC266425
Remote Similarity	0.6118	NPC162417
Remote Similarity	0.6111	NPC317564
Remote Similarity	0.6105	NPC77992
Remote Similarity	0.6105	NPC316906
Remote Similarity	0.6103	NPC87391
Remote Similarity	0.6103	NPC473615
Remote Similarity	0.6103	NPC262725
Remote Similarity	0.6096	NPC33507
Remote Similarity	0.6095	NPC476689
Remote Similarity	0.6095	NPC476687
Remote Similarity	0.6095	NPC476685
Remote Similarity	0.6092	NPC301760
Remote Similarity	0.6091	NPC471195
Remote Similarity	0.6091	NPC471196
Remote Similarity	0.6085	NPC473743
Remote Similarity	0.6073	NPC186669
Remote Similarity	0.6071	NPC232872
Remote Similarity	0.6071	NPC229484
Remote Similarity	0.6068	NPC225400
Remote Similarity	0.6064	NPC469915
Remote Similarity	0.6064	NPC65080
Remote Similarity	0.6061	NPC470483
Remote Similarity	0.6061	NPC129909
Remote Similarity	0.6061	NPC92803
Remote Similarity	0.6059	NPC127178
Remote Similarity	0.6056	NPC154602
Remote Similarity	0.6054	NPC85651
Remote Similarity	0.6054	NPC472117
Remote Similarity	0.605	NPC230313
Remote Similarity	0.6049	NPC291962
Remote Similarity	0.6049	NPC177684
Remote Similarity	0.6048	NPC218323
Remote Similarity	0.6042	NPC475761
Remote Similarity	0.6042	NPC474041
Remote Similarity	0.6041	NPC18890
Remote Similarity	0.6041	NPC292675
Remote Similarity	0.604	NPC71124
Remote Similarity	0.6039	NPC477999
Remote Similarity	0.6039	NPC470786
Remote Similarity	0.6039	NPC472538
Remote Similarity	0.6039	NPC471155
Remote Similarity	0.6031	NPC256288
Remote Similarity	0.6025	NPC192209
Remote Similarity	0.6023	NPC474473
Remote Similarity	0.6022	NPC285381
Remote Similarity	0.6022	NPC313757
Remote Similarity	0.6021	NPC129624
Remote Similarity	0.6021	NPC471743
Remote Similarity	0.6019	NPC74562
Remote Similarity	0.6019	NPC268077
Remote Similarity	0.6019	NPC471663
Remote Similarity	0.6019	NPC151781
Remote Similarity	0.6019	NPC316181
Remote Similarity	0.6012	NPC161956
Remote Similarity	0.6012	NPC122235
Remote Similarity	0.6012	NPC258531
Remote Similarity	0.6012	NPC112373
Remote Similarity	0.6011	NPC469536
Remote Similarity	0.601	NPC270241
Remote Similarity	0.601	NPC70092
Remote Similarity	0.601	NPC5167
Remote Similarity	0.601	NPC473008
Remote Similarity	0.601	NPC45389
Remote Similarity	0.6	NPC473329
Remote Similarity	0.6	NPC470485
Remote Similarity	0.6	NPC2933
Remote Similarity	0.6	NPC128115
Remote Similarity	0.6	NPC53044
Remote Similarity	0.599	NPC477161
Remote Similarity	0.599	NPC21425
Remote Similarity	0.5989	NPC70172
Remote Similarity	0.5989	NPC24954
Remote Similarity	0.5989	NPC281094
Remote Similarity	0.5988	NPC300299
Remote Similarity	0.5987	NPC291610
Remote Similarity	0.598	NPC203628
Remote Similarity	0.5978	NPC61013
Remote Similarity	0.5978	NPC212799
Remote Similarity	0.5977	NPC469560
Remote Similarity	0.5971	NPC207971
Remote Similarity	0.5971	NPC41216
Remote Similarity	0.597	NPC243626
Remote Similarity	0.5969	NPC49184
Remote Similarity	0.5969	NPC259626
Remote Similarity	0.5968	NPC176983
Remote Similarity	0.5968	NPC472101
Remote Similarity	0.5968	NPC472120
Remote Similarity	0.5968	NPC286871
Remote Similarity	0.5961	NPC212213
Remote Similarity	0.5951	NPC226143
Remote Similarity	0.595	NPC204970
Remote Similarity	0.5949	NPC470317
Remote Similarity	0.5946	NPC193410
Remote Similarity	0.5943	NPC207554
Remote Similarity	0.5936	NPC204867
Remote Similarity	0.5933	NPC287208
Remote Similarity	0.5931	NPC5374
Remote Similarity	0.593	NPC105055
Remote Similarity	0.593	NPC22689
Remote Similarity	0.593	NPC5630
Remote Similarity	0.5928	NPC39822
Remote Similarity	0.5928	NPC475685

Drug Structure

NPD3789 OpenBabel08211704332D 26 29 0 0 1 0 0 0 0 0999 V2000 -1.4311 0.9757 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7885 -3.1114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4339 -3.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4321 -3.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2999 -3.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4321 -2.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2999 -2.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3809 -0.3812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0862 -1.3368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5605 -0.7515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7258 0.1293 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1653 -2.6828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9972 0.0747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4339 -1.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7008 0.3519 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4311 -0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1113 -1.5593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1266 -1.6525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0962 -3.0481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4339 -0.9010 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.9955 1.3074 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.9622 -2.5481 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1294 -1.7272 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6900 -2.4787 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1709 -4.0453 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 22 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 14 2 0 0 0 0 7 14 1 0 0 0 0 8 9 2 0 0 0 0 8 15 1 0 0 0 0 9 17 1 0 0 0 0 10 13 2 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 19 1 0 0 0 0 12 23 1 0 0 0 0 13 26 1 0 0 0 0 14 20 1 0 0 0 0 15 21 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 23 1 0 0 0 0 18 24 2 0 0 0 0 19 22 1 0 0 0 0 19 25 2 0 0 0 0 20 23 1 0 0 0 0 20 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB01587
ChEMBL	CHEMBL2104356
IUPHAR/BPS
PharmaGKB	PA164749385
KEGG Drug
PubChem CID
ChEBI	135556
CAS Number	27223-35-4

Drug Properties

Molecular Weight	368.09
ALogP	-0.4051
MLogP	3
XLogP	4.451
HDA	5
HBD	0
Rotatable Bonds	4
TPSA	49.85
RO5 Violation	0