NPASS drugs

Drug Information

Drug ID:	NPD2326
Drug Name:	Cloxazolam
Molecular Formula:	C17H14Cl2N2O2
Canonical SMILES:	OC1=Nc2ccc(cc2C2(N(C1)CCO2)c1ccccc1Cl)Cl
Standard InCHI:	InChI=1S/C17H14Cl2N2O2/c18-11-5-6-15-13(9-11)17(12-3-1-2-4-14(12)19)21(7-8-23-17)10-16(22)20-15/h1-6,9H,7-8,10H2,(H,20,22)
Standard InCHIKey:	ZIXNZOBDFKSQTC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2326

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	211
0.1-0.2	1530
0.2-0.3	9463
0.3-0.4	9112
0.4-0.5	8040
0.5-0.6	2454
0.6-0.7	79
0.7-0.8	1
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	0.7297	NPC317564
Remote Similarity	0.6987	NPC226662
Remote Similarity	0.6832	NPC325599
Remote Similarity	0.6813	NPC313352
Remote Similarity	0.6752	NPC476950
Remote Similarity	0.6731	NPC325013
Remote Similarity	0.6605	NPC184437
Remote Similarity	0.6593	NPC211997
Remote Similarity	0.6538	NPC134586
Remote Similarity	0.6497	NPC85651
Remote Similarity	0.6497	NPC328683
Remote Similarity	0.6497	NPC283130
Remote Similarity	0.6497	NPC476231
Remote Similarity	0.6489	NPC232872
Remote Similarity	0.6398	NPC259098
Remote Similarity	0.6398	NPC197680
Remote Similarity	0.6375	NPC250476
Remote Similarity	0.6374	NPC472100
Remote Similarity	0.6364	NPC147957
Remote Similarity	0.6337	NPC254798
Remote Similarity	0.6333	NPC70172
Remote Similarity	0.6316	NPC470824
Remote Similarity	0.6272	NPC314113
Remote Similarity	0.6271	NPC315257
Remote Similarity	0.625	NPC471132
Remote Similarity	0.6228	NPC159589
Remote Similarity	0.622	NPC231382
Remote Similarity	0.6196	NPC158129
Remote Similarity	0.6188	NPC313757
Remote Similarity	0.6163	NPC477890
Remote Similarity	0.6163	NPC472103
Remote Similarity	0.6144	NPC269340
Remote Similarity	0.6122	NPC316797
Remote Similarity	0.612	NPC472114
Remote Similarity	0.612	NPC472115
Remote Similarity	0.6118	NPC243162
Remote Similarity	0.6117	NPC321211
Remote Similarity	0.6111	NPC243673
Remote Similarity	0.6111	NPC263709
Remote Similarity	0.6111	NPC148468
Remote Similarity	0.6111	NPC310403
Remote Similarity	0.6111	NPC63210
Remote Similarity	0.6111	NPC97380
Remote Similarity	0.6095	NPC122553
Remote Similarity	0.6084	NPC476689
Remote Similarity	0.6084	NPC476687
Remote Similarity	0.6084	NPC476685
Remote Similarity	0.6082	NPC189724
Remote Similarity	0.6082	NPC212850
Remote Similarity	0.6082	NPC83289
Remote Similarity	0.6066	NPC52059
Remote Similarity	0.6066	NPC470069
Remote Similarity	0.6064	NPC293472
Remote Similarity	0.6053	NPC270301
Remote Similarity	0.6053	NPC192270
Remote Similarity	0.6047	NPC192712
Remote Similarity	0.6044	NPC191863
Remote Similarity	0.6044	NPC133470
Remote Similarity	0.6044	NPC289776
Remote Similarity	0.6044	NPC315498
Remote Similarity	0.6044	NPC230942
Remote Similarity	0.6044	NPC88970
Remote Similarity	0.604	NPC178681
Remote Similarity	0.6037	NPC478079
Remote Similarity	0.6037	NPC315062
Remote Similarity	0.6034	NPC161827
Remote Similarity	0.6033	NPC238430
Remote Similarity	0.6033	NPC278887
Remote Similarity	0.6029	NPC477999
Remote Similarity	0.6026	NPC205652
Remote Similarity	0.6026	NPC470550
Remote Similarity	0.6022	NPC471122
Remote Similarity	0.6012	NPC308197
Remote Similarity	0.6011	NPC129624
Remote Similarity	0.6	NPC10730
Remote Similarity	0.6	NPC141353
Remote Similarity	0.6	NPC10875
Remote Similarity	0.6	NPC477157
Remote Similarity	0.6	NPC477156
Remote Similarity	0.6	NPC475685
Remote Similarity	0.599	NPC284678
Remote Similarity	0.599	NPC52801
Remote Similarity	0.5988	NPC313466
Remote Similarity	0.5987	NPC37584
Remote Similarity	0.5978	NPC471130
Remote Similarity	0.5967	NPC153694
Remote Similarity	0.5967	NPC211525
Remote Similarity	0.5965	NPC319645
Remote Similarity	0.5959	NPC322621
Remote Similarity	0.5957	NPC470548
Remote Similarity	0.5957	NPC475594
Remote Similarity	0.5955	NPC316411
Remote Similarity	0.595	NPC239954
Remote Similarity	0.5949	NPC217294
Remote Similarity	0.5948	NPC164802
Remote Similarity	0.5946	NPC19555
Remote Similarity	0.5943	NPC116519
Remote Similarity	0.5943	NPC247298
Remote Similarity	0.5938	NPC98197
Remote Similarity	0.5936	NPC244897
Remote Similarity	0.5936	NPC355
Remote Similarity	0.5936	NPC85482
Remote Similarity	0.5932	NPC242000
Remote Similarity	0.5926	NPC56618
Remote Similarity	0.5926	NPC475607
Remote Similarity	0.5926	NPC320147
Remote Similarity	0.5924	NPC189116
Remote Similarity	0.5924	NPC476118
Remote Similarity	0.5918	NPC471593
Remote Similarity	0.5909	NPC65855
Remote Similarity	0.5909	NPC198673
Remote Similarity	0.5909	NPC292758
Remote Similarity	0.5909	NPC24777
Remote Similarity	0.5904	NPC101372
Remote Similarity	0.5904	NPC214626
Remote Similarity	0.5904	NPC21752
Remote Similarity	0.5904	NPC298851
Remote Similarity	0.5904	NPC210415
Remote Similarity	0.5904	NPC139085
Remote Similarity	0.5904	NPC276993
Remote Similarity	0.5904	NPC293255
Remote Similarity	0.5904	NPC251212
Remote Similarity	0.5904	NPC181138
Remote Similarity	0.5902	NPC143457
Remote Similarity	0.5902	NPC474058
Remote Similarity	0.5895	NPC474081
Remote Similarity	0.5892	NPC471124
Remote Similarity	0.5892	NPC254700
Remote Similarity	0.589	NPC267853
Remote Similarity	0.589	NPC471314
Remote Similarity	0.589	NPC471315
Remote Similarity	0.5888	NPC470483
Remote Similarity	0.5885	NPC116096
Remote Similarity	0.5882	NPC475774
Remote Similarity	0.5882	NPC477888
Remote Similarity	0.5879	NPC26850
Remote Similarity	0.5876	NPC245974
Remote Similarity	0.5876	NPC62510
Remote Similarity	0.5871	NPC168911
Remote Similarity	0.587	NPC177404
Remote Similarity	0.5864	NPC475761
Remote Similarity	0.5864	NPC474041
Remote Similarity	0.5855	NPC211551
Remote Similarity	0.5855	NPC471785
Remote Similarity	0.5854	NPC255253
Remote Similarity	0.5852	NPC473874
Remote Similarity	0.5843	NPC300596
Remote Similarity	0.5843	NPC237649
Remote Similarity	0.5842	NPC150048
Remote Similarity	0.5842	NPC288785
Remote Similarity	0.5842	NPC241024
Remote Similarity	0.5842	NPC203754
Remote Similarity	0.5838	NPC102423
Remote Similarity	0.5838	NPC22689
Remote Similarity	0.5838	NPC105055
Remote Similarity	0.5833	NPC184161
Remote Similarity	0.5833	NPC39822
Remote Similarity	0.583	NPC104712
Remote Similarity	0.5829	NPC473178
Remote Similarity	0.5829	NPC470485
Remote Similarity	0.5829	NPC473922
Remote Similarity	0.5828	NPC471310
Remote Similarity	0.5824	NPC29285
Remote Similarity	0.5822	NPC248601
Remote Similarity	0.582	NPC49315
Remote Similarity	0.582	NPC34508
Remote Similarity	0.582	NPC96901
Remote Similarity	0.5819	NPC324445
Remote Similarity	0.5819	NPC264589
Remote Similarity	0.5818	NPC300114
Remote Similarity	0.5816	NPC473815
Remote Similarity	0.5815	NPC320064
Remote Similarity	0.5815	NPC306366
Remote Similarity	0.5815	NPC131718
Remote Similarity	0.5814	NPC166667
Remote Similarity	0.5812	NPC283152
Remote Similarity	0.5806	NPC24954
Remote Similarity	0.5805	NPC186284
Remote Similarity	0.5805	NPC22082
Remote Similarity	0.5802	NPC316582
Remote Similarity	0.5801	NPC26872
Remote Similarity	0.5798	NPC269383
Remote Similarity	0.5798	NPC469915
Remote Similarity	0.5798	NPC151030
Remote Similarity	0.5789	NPC227778
Remote Similarity	0.5789	NPC329688
Remote Similarity	0.5789	NPC189812
Remote Similarity	0.5786	NPC101139
Remote Similarity	0.5784	NPC472121
Remote Similarity	0.5782	NPC471663
Remote Similarity	0.5779	NPC55493
Remote Similarity	0.5776	NPC228515
Remote Similarity	0.5775	NPC15384
Remote Similarity	0.5775	NPC244425
Remote Similarity	0.5773	NPC48938
Remote Similarity	0.5769	NPC61637
Remote Similarity	0.5769	NPC475910
Remote Similarity	0.5766	NPC323198
Remote Similarity	0.5764	NPC32200
Remote Similarity	0.5764	NPC476175

Drug Structure

NPD2326 OpenBabel08211702172D 24 27 0 0 1 0 0 0 0 0999 V2000 -5.6167 -0.5720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1166 0.1764 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7186 -0.5132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7184 0.9835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1429 -0.6638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1294 0.2361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4500 1.3850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7281 0.5290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5842 -0.6871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9458 2.1361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3703 -1.1254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3204 0.2939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5707 0.2128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8204 1.0423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3433 0.6744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8422 2.2167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7281 0.5290 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.3837 -2.0253 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.4222 1.8495 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.4641 1.5662 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.4500 1.3850 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -2.1584 3.0594 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 -1.5868 3.7545 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 12 2 0 0 0 0 4 14 2 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 21 1 0 0 0 0 8 23 1 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 10 16 1 0 0 0 0 10 21 1 0 0 0 0 11 18 1 0 0 0 0 12 14 1 0 0 0 0 12 17 1 0 0 0 0 13 15 2 0 0 0 0 13 17 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 20 2 0 0 0 0 16 22 1 0 0 0 0 17 21 1 0 0 0 0 17 23 1 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB01553
ChEMBL	CHEMBL2107254
IUPHAR/BPS
PharmaGKB
KEGG Drug	D01268
PubChem CID
ChEBI	31426
CAS Number	24166-13-0

Drug Properties

Molecular Weight	348.04
ALogP	1.1075
MLogP	2.67
XLogP	4.079
HDA	4
HBD	1
Rotatable Bonds	4
TPSA	45.06
RO5 Violation	0