NPASS drugs

Drug Information

Drug ID:	NPD7099
Drug Name:	Clocapramine
Molecular Formula:	C28H37ClN4O
Canonical SMILES:	Clc1ccc2c(c1)N(CCCN1CCC(CC1)(C(=N)O)N1CCCCC1)c1ccccc1CC2
Standard InCHI:	InChI=1S/C28H37ClN4O/c29-24-12-11-23-10-9-22-7-2-3-8-25(22)33(26(23)21-24)18-6-15-31-19-13-28(14-20-31,27(30)34)32-16-4-1-5-17-32/h2-3,7-8,11-12,21H,1,4-6,9-10,13-20H2,(H2,30,34)
Standard InCHIKey:	QAZKXHSIKKNOHH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD7099

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	277
0.1-0.2	2802
0.2-0.3	11862
0.3-0.4	11184
0.4-0.5	3296
0.5-0.6	1382
0.6-0.7	86
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	0.7383	NPC313352
Remote Similarity	0.6993	NPC313449
Remote Similarity	0.6966	NPC317564
Remote Similarity	0.6948	NPC325599
Remote Similarity	0.6835	NPC302790
Remote Similarity	0.6803	NPC475915
Remote Similarity	0.6765	NPC291610
Remote Similarity	0.6747	NPC476464
Remote Similarity	0.6689	NPC252794
Remote Similarity	0.6585	NPC109787
Remote Similarity	0.6562	NPC32002
Remote Similarity	0.6562	NPC315348
Remote Similarity	0.6541	NPC471312
Remote Similarity	0.6536	NPC476950
Remote Similarity	0.6483	NPC187036
Remote Similarity	0.6419	NPC192209
Remote Similarity	0.64	NPC116961
Remote Similarity	0.6386	NPC21605
Remote Similarity	0.6357	NPC471310
Remote Similarity	0.6323	NPC478079
Remote Similarity	0.6313	NPC471663
Remote Similarity	0.631	NPC206592
Remote Similarity	0.6292	NPC189812
Remote Similarity	0.6292	NPC329688
Remote Similarity	0.6284	NPC288232
Remote Similarity	0.628	NPC473868
Remote Similarity	0.628	NPC63157
Remote Similarity	0.6265	NPC264589
Remote Similarity	0.6265	NPC469735
Remote Similarity	0.6259	NPC296163
Remote Similarity	0.625	NPC317430
Remote Similarity	0.623	NPC472294
Remote Similarity	0.6218	NPC469949
Remote Similarity	0.6188	NPC184437
Remote Similarity	0.6181	NPC79618
Remote Similarity	0.6169	NPC328683
Remote Similarity	0.6169	NPC283130
Remote Similarity	0.6167	NPC150048
Remote Similarity	0.6167	NPC203754
Remote Similarity	0.6164	NPC476687
Remote Similarity	0.6164	NPC476685
Remote Similarity	0.6164	NPC476689
Remote Similarity	0.6159	NPC22082
Remote Similarity	0.6159	NPC264580
Remote Similarity	0.6159	NPC88097
Remote Similarity	0.6159	NPC186284
Remote Similarity	0.6145	NPC477890
Remote Similarity	0.6145	NPC472123
Remote Similarity	0.6139	NPC9856
Remote Similarity	0.6133	NPC313673
Remote Similarity	0.6133	NPC125416
Remote Similarity	0.6127	NPC104345
Remote Similarity	0.6114	NPC85651
Remote Similarity	0.6107	NPC205652
Remote Similarity	0.6104	NPC268534
Remote Similarity	0.6099	NPC133261
Remote Similarity	0.6098	NPC130251
Remote Similarity	0.6098	NPC243162
Remote Similarity	0.6092	NPC475990
Remote Similarity	0.6092	NPC474880
Remote Similarity	0.6092	NPC221786
Remote Similarity	0.6087	NPC133306
Remote Similarity	0.6078	NPC316582
Remote Similarity	0.6077	NPC471743
Remote Similarity	0.6071	NPC472100
Remote Similarity	0.6062	NPC53044
Remote Similarity	0.6057	NPC255229
Remote Similarity	0.6057	NPC81229
Remote Similarity	0.6057	NPC229173
Remote Similarity	0.6053	NPC228515
Remote Similarity	0.6048	NPC20144
Remote Similarity	0.6038	NPC473417
Remote Similarity	0.6037	NPC314102
Remote Similarity	0.6037	NPC251722
Remote Similarity	0.6036	NPC254798
Remote Similarity	0.6036	NPC469740
Remote Similarity	0.6027	NPC77294
Remote Similarity	0.6026	NPC147957
Remote Similarity	0.6024	NPC59084
Remote Similarity	0.6023	NPC469741
Remote Similarity	0.6013	NPC54102
Remote Similarity	0.6013	NPC145754
Remote Similarity	0.6013	NPC162689
Remote Similarity	0.6012	NPC471123
Remote Similarity	0.601	NPC265576
Remote Similarity	0.6	NPC470550
Remote Similarity	0.6	NPC256288
Remote Similarity	0.5988	NPC117032
Remote Similarity	0.5975	NPC471313
Remote Similarity	0.5975	NPC471311
Remote Similarity	0.5968	NPC2933
Remote Similarity	0.5965	NPC37548
Remote Similarity	0.5964	NPC104483
Remote Similarity	0.5964	NPC470301
Remote Similarity	0.5959	NPC434
Remote Similarity	0.5954	NPC73952
Remote Similarity	0.5954	NPC259644
Remote Similarity	0.5954	NPC469786
Remote Similarity	0.5954	NPC25008
Remote Similarity	0.5954	NPC469763
Remote Similarity	0.5954	NPC469760
Remote Similarity	0.5954	NPC469765
Remote Similarity	0.5952	NPC472103
Remote Similarity	0.5952	NPC311330
Remote Similarity	0.5951	NPC300299
Remote Similarity	0.5948	NPC81561
Remote Similarity	0.5943	NPC477887
Remote Similarity	0.5943	NPC129721
Remote Similarity	0.5939	NPC469560
Remote Similarity	0.5938	NPC314431
Remote Similarity	0.5936	NPC259626
Remote Similarity	0.5935	NPC257490
Remote Similarity	0.5934	NPC475097
Remote Similarity	0.5932	NPC476231
Remote Similarity	0.593	NPC40070
Remote Similarity	0.593	NPC475763
Remote Similarity	0.5928	NPC2949
Remote Similarity	0.592	NPC80597
Remote Similarity	0.592	NPC70922
Remote Similarity	0.592	NPC476219
Remote Similarity	0.592	NPC75540
Remote Similarity	0.592	NPC476297
Remote Similarity	0.592	NPC211572
Remote Similarity	0.592	NPC212376
Remote Similarity	0.5918	NPC164802
Remote Similarity	0.5915	NPC198988
Remote Similarity	0.5914	NPC471785
Remote Similarity	0.5914	NPC472108
Remote Similarity	0.5914	NPC472110
Remote Similarity	0.5914	NPC139291
Remote Similarity	0.5914	NPC472109
Remote Similarity	0.5912	NPC78154
Remote Similarity	0.5909	NPC477591
Remote Similarity	0.5909	NPC226143
Remote Similarity	0.5909	NPC471122
Remote Similarity	0.5904	NPC478077
Remote Similarity	0.5904	NPC473615
Remote Similarity	0.5903	NPC178681
Remote Similarity	0.5903	NPC474430
Remote Similarity	0.5902	NPC472122
Remote Similarity	0.5902	NPC24594
Remote Similarity	0.5902	NPC288785
Remote Similarity	0.5899	NPC469813
Remote Similarity	0.5899	NPC78375
Remote Similarity	0.5899	NPC21174
Remote Similarity	0.5899	NPC476446
Remote Similarity	0.5899	NPC271797
Remote Similarity	0.5894	NPC471318
Remote Similarity	0.5893	NPC476454
Remote Similarity	0.5889	NPC63751
Remote Similarity	0.5886	NPC469785
Remote Similarity	0.5886	NPC122718
Remote Similarity	0.5886	NPC285469
Remote Similarity	0.5886	NPC84317
Remote Similarity	0.5886	NPC476322
Remote Similarity	0.5882	NPC470440
Remote Similarity	0.5882	NPC314372
Remote Similarity	0.5882	NPC148140
Remote Similarity	0.5879	NPC473880
Remote Similarity	0.5876	NPC68650
Remote Similarity	0.5876	NPC232130
Remote Similarity	0.5875	NPC278451
Remote Similarity	0.5873	NPC229484
Remote Similarity	0.5873	NPC285841
Remote Similarity	0.5872	NPC187951
Remote Similarity	0.5872	NPC288445
Remote Similarity	0.5871	NPC161956
Remote Similarity	0.5871	NPC112373
Remote Similarity	0.5871	NPC258531
Remote Similarity	0.587	NPC326575
Remote Similarity	0.587	NPC293472
Remote Similarity	0.5868	NPC301760
Remote Similarity	0.5866	NPC475420
Remote Similarity	0.5864	NPC69914
Remote Similarity	0.5858	NPC136002
Remote Similarity	0.5856	NPC472118
Remote Similarity	0.5856	NPC474897
Remote Similarity	0.5852	NPC469762
Remote Similarity	0.5851	NPC15102
Remote Similarity	0.5851	NPC307396
Remote Similarity	0.5849	NPC245244
Remote Similarity	0.5849	NPC166424
Remote Similarity	0.5849	NPC146373
Remote Similarity	0.5844	NPC320656
Remote Similarity	0.5843	NPC59779
Remote Similarity	0.5843	NPC471177
Remote Similarity	0.5843	NPC194881
Remote Similarity	0.5843	NPC124542
Remote Similarity	0.5842	NPC292675
Remote Similarity	0.5839	NPC472245
Remote Similarity	0.5839	NPC226662
Remote Similarity	0.5838	NPC232340
Remote Similarity	0.5838	NPC24678
Remote Similarity	0.5838	NPC33421
Remote Similarity	0.5838	NPC154602
Remote Similarity	0.5838	NPC105818
Remote Similarity	0.5833	NPC314192
Remote Similarity	0.5833	NPC160105
Remote Similarity	0.5833	NPC472115
Remote Similarity	0.5833	NPC472114

Drug Structure

NPD7099 OpenBabel08211711362D 36 40 0 0 0 0 0 0 0 0999 V2000 8.0939 -0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2923 1.9237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3368 2.2184 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8351 -1.1895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3868 0.4836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5149 0.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6037 1.5382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1472 -0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6472 -1.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4358 -2.6523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5198 -2.9471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8692 -1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4209 0.2247 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 3.4641 -1.0000 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 1.0303 -1.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7818 0.2686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6583 -1.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2528 -2.2669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8262 0.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0747 -0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0656 -1.9914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2084 -2.5616 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.1417 -2.3741 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1621 -0.7412 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 5.8590 -2.6002 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0112 -3.3656 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7285 -3.5917 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 5 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 4 16 1 0 0 0 0 5 17 1 0 0 0 0 6 15 1 0 0 0 0 6 18 1 0 0 0 0 7 22 2 0 0 0 0 8 25 2 0 0 0 0 9 10 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 12 2 0 0 0 0 11 23 1 0 0 0 0 12 24 1 0 0 0 0 13 19 1 0 0 0 0 13 28 1 0 0 0 0 14 20 1 0 0 0 0 14 28 1 0 0 0 0 15 31 1 0 0 0 0 16 32 1 0 0 0 0 17 32 1 0 0 0 0 18 33 1 0 0 0 0 19 31 1 0 0 0 0 20 31 1 0 0 0 0 21 24 2 0 0 0 0 21 26 1 0 0 0 0 22 25 1 0 0 0 0 23 26 2 0 0 0 0 24 29 1 0 0 0 0 25 33 1 0 0 0 0 26 33 1 0 0 0 0 27 28 1 0 0 0 0 27 30 2 0 0 0 0 27 34 1 0 0 0 0 28 32 1 0 0 0 0 30 35 1 0 0 0 0 34 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09003
ChEMBL	CHEMBL2104103
IUPHAR/BPS
PharmaGKB
KEGG Drug	D07718
PubChem CID
ChEBI	135778
CAS Number	47739-98-0

Drug Properties

Molecular Weight	480.27
ALogP	-1.1162
MLogP	3.88
XLogP	5.93
HDA	5
HBD	2
Rotatable Bonds	8
TPSA	53.8
RO5 Violation	1