NPASS drugs

Drug Information

Drug ID:	NPD5620
Drug Name:
Molecular Formula:	C23H28ClN3O2
Canonical SMILES:	COc1cccc2c1CCC(=O)N2CCCN1CCN(CC1)c1cccc(c1)Cl
Standard InCHI:	InChI=1S/C23H28ClN3O2/c1-29-22-8-3-7-21-20(22)9-10-23(28)27(21)12-4-11-25-13-15-26(16-14-25)19-6-2-5-18(24)17-19/h2-3,5-8,17H,4,9-16H2,1H3
Standard InCHIKey:	TZZGTNZBLPCBIS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5620

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	312
0.1-0.2	1995
0.2-0.3	9731
0.3-0.4	2628
0.4-0.5	12240
0.5-0.6	3413
0.6-0.7	538
0.7-0.8	33
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	0.7641	NPC67904
Intermediate Similarity	0.7539	NPC473569
Intermediate Similarity	0.7514	NPC299582
Intermediate Similarity	0.7449	NPC100863
Intermediate Similarity	0.7435	NPC21425
Intermediate Similarity	0.7374	NPC138830
Intermediate Similarity	0.7371	NPC473004
Intermediate Similarity	0.7282	NPC204970
Intermediate Similarity	0.7241	NPC308197
Intermediate Similarity	0.724	NPC473007
Intermediate Similarity	0.7231	NPC1820
Intermediate Similarity	0.7186	NPC234933
Intermediate Similarity	0.7186	NPC71124
Intermediate Similarity	0.7178	NPC41216
Intermediate Similarity	0.715	NPC5374
Intermediate Similarity	0.715	NPC159815
Intermediate Similarity	0.7143	NPC28510
Intermediate Similarity	0.7121	NPC230313
Intermediate Similarity	0.7107	NPC206109
Intermediate Similarity	0.7107	NPC114039
Intermediate Similarity	0.7101	NPC82541
Intermediate Similarity	0.7095	NPC305984
Intermediate Similarity	0.7092	NPC473008
Intermediate Similarity	0.7081	NPC189661
Intermediate Similarity	0.7071	NPC254957
Intermediate Similarity	0.7067	NPC264176
Intermediate Similarity	0.7059	NPC268077
Intermediate Similarity	0.7056	NPC22476
Intermediate Similarity	0.7044	NPC473005
Intermediate Similarity	0.7039	NPC242000
Intermediate Similarity	0.7037	NPC73280
Intermediate Similarity	0.7033	NPC473006
Intermediate Similarity	0.701	NPC207971
Remote Similarity	0.6995	NPC318525
Remote Similarity	0.6995	NPC10653
Remote Similarity	0.699	NPC308943
Remote Similarity	0.6986	NPC10732
Remote Similarity	0.6985	NPC471825
Remote Similarity	0.6967	NPC148183
Remote Similarity	0.6967	NPC152768
Remote Similarity	0.6961	NPC15987
Remote Similarity	0.6943	NPC70092
Remote Similarity	0.6942	NPC477161
Remote Similarity	0.6919	NPC174629
Remote Similarity	0.6919	NPC474059
Remote Similarity	0.6901	NPC77777
Remote Similarity	0.6898	NPC204867
Remote Similarity	0.6897	NPC241263
Remote Similarity	0.6882	NPC93653
Remote Similarity	0.6866	NPC243626
Remote Similarity	0.6863	NPC127178
Remote Similarity	0.6856	NPC222524
Remote Similarity	0.6847	NPC193906
Remote Similarity	0.6847	NPC17677
Remote Similarity	0.6847	NPC23080
Remote Similarity	0.6828	NPC301163
Remote Similarity	0.6827	NPC198160
Remote Similarity	0.6812	NPC87714
Remote Similarity	0.6806	NPC329830
Remote Similarity	0.6789	NPC122886
Remote Similarity	0.6789	NPC21638
Remote Similarity	0.6789	NPC115588
Remote Similarity	0.6771	NPC307640
Remote Similarity	0.6769	NPC166169
Remote Similarity	0.6763	NPC473460
Remote Similarity	0.6761	NPC55470
Remote Similarity	0.6759	NPC128115
Remote Similarity	0.6753	NPC285941
Remote Similarity	0.6753	NPC127082
Remote Similarity	0.675	NPC45389
Remote Similarity	0.6737	NPC472115
Remote Similarity	0.6737	NPC472114
Remote Similarity	0.67	NPC198401
Remote Similarity	0.67	NPC477186
Remote Similarity	0.6697	NPC66777
Remote Similarity	0.6686	NPC266425
Remote Similarity	0.6684	NPC251212
Remote Similarity	0.6684	NPC214626
Remote Similarity	0.6684	NPC298320
Remote Similarity	0.6684	NPC139085
Remote Similarity	0.6684	NPC113946
Remote Similarity	0.6682	NPC477160
Remote Similarity	0.6667	NPC470482
Remote Similarity	0.6667	NPC469915
Remote Similarity	0.6667	NPC470481
Remote Similarity	0.6667	NPC303658
Remote Similarity	0.6667	NPC222561
Remote Similarity	0.6667	NPC116178
Remote Similarity	0.6667	NPC471489
Remote Similarity	0.6667	NPC303214
Remote Similarity	0.6667	NPC212123
Remote Similarity	0.6667	NPC472098
Remote Similarity	0.6667	NPC250476
Remote Similarity	0.6652	NPC49583
Remote Similarity	0.6651	NPC476651
Remote Similarity	0.6651	NPC46259
Remote Similarity	0.6651	NPC475147
Remote Similarity	0.6648	NPC9373
Remote Similarity	0.6636	NPC219397
Remote Similarity	0.6636	NPC321166
Remote Similarity	0.6636	NPC217903
Remote Similarity	0.6636	NPC288110
Remote Similarity	0.6635	NPC288759
Remote Similarity	0.6635	NPC205926
Remote Similarity	0.6634	NPC203628
Remote Similarity	0.6634	NPC161804
Remote Similarity	0.6634	NPC472191
Remote Similarity	0.6632	NPC471648
Remote Similarity	0.6622	NPC471762
Remote Similarity	0.662	NPC220241
Remote Similarity	0.662	NPC295479
Remote Similarity	0.6617	NPC169387
Remote Similarity	0.6617	NPC477259
Remote Similarity	0.6609	NPC231382
Remote Similarity	0.6608	NPC151171
Remote Similarity	0.6606	NPC476436
Remote Similarity	0.6606	NPC472099
Remote Similarity	0.6604	NPC471561
Remote Similarity	0.66	NPC262725
Remote Similarity	0.6597	NPC24954
Remote Similarity	0.6589	NPC127996
Remote Similarity	0.6588	NPC478075
Remote Similarity	0.6587	NPC232600
Remote Similarity	0.6584	NPC208890
Remote Similarity	0.6584	NPC22689
Remote Similarity	0.6584	NPC105055
Remote Similarity	0.6577	NPC248903
Remote Similarity	0.6577	NPC473458
Remote Similarity	0.6571	NPC473422
Remote Similarity	0.6571	NPC301292
Remote Similarity	0.6571	NPC313112
Remote Similarity	0.6566	NPC190461
Remote Similarity	0.6564	NPC184680
Remote Similarity	0.656	NPC37957
Remote Similarity	0.6558	NPC268223
Remote Similarity	0.6558	NPC30749
Remote Similarity	0.6557	NPC207873
Remote Similarity	0.6557	NPC100573
Remote Similarity	0.6555	NPC295898
Remote Similarity	0.6547	NPC311906
Remote Similarity	0.6545	NPC148124
Remote Similarity	0.6544	NPC126556
Remote Similarity	0.654	NPC246140
Remote Similarity	0.654	NPC195787
Remote Similarity	0.6535	NPC470784
Remote Similarity	0.6535	NPC470785
Remote Similarity	0.6535	NPC474183
Remote Similarity	0.6533	NPC314659
Remote Similarity	0.6532	NPC26928
Remote Similarity	0.6531	NPC473432
Remote Similarity	0.6526	NPC174672
Remote Similarity	0.6526	NPC475133
Remote Similarity	0.6517	NPC276674
Remote Similarity	0.6517	NPC116007
Remote Similarity	0.6517	NPC33902
Remote Similarity	0.6515	NPC85613
Remote Similarity	0.6515	NPC39822
Remote Similarity	0.6515	NPC5167
Remote Similarity	0.6514	NPC473041
Remote Similarity	0.6513	NPC96901
Remote Similarity	0.6512	NPC305542
Remote Similarity	0.65	NPC99724
Remote Similarity	0.65	NPC302235
Remote Similarity	0.65	NPC179704
Remote Similarity	0.6498	NPC234772
Remote Similarity	0.6495	NPC269449
Remote Similarity	0.6493	NPC14339
Remote Similarity	0.6488	NPC203972
Remote Similarity	0.6488	NPC470485
Remote Similarity	0.6486	NPC51957
Remote Similarity	0.6486	NPC210437
Remote Similarity	0.6486	NPC16107
Remote Similarity	0.6486	NPC106295
Remote Similarity	0.6486	NPC231924
Remote Similarity	0.6486	NPC476144
Remote Similarity	0.6482	NPC197335
Remote Similarity	0.6482	NPC28368
Remote Similarity	0.6482	NPC288305
Remote Similarity	0.6477	NPC214960
Remote Similarity	0.6477	NPC279527
Remote Similarity	0.6474	NPC471122
Remote Similarity	0.6468	NPC195636
Remote Similarity	0.6468	NPC249405
Remote Similarity	0.6468	NPC313327
Remote Similarity	0.6462	NPC471604
Remote Similarity	0.646	NPC476429
Remote Similarity	0.6452	NPC298449
Remote Similarity	0.6452	NPC7467
Remote Similarity	0.6452	NPC144691
Remote Similarity	0.6444	NPC223242
Remote Similarity	0.6442	NPC112937
Remote Similarity	0.6438	NPC134702
Remote Similarity	0.6438	NPC195120
Remote Similarity	0.6438	NPC87560
Remote Similarity	0.6438	NPC182853
Remote Similarity	0.6436	NPC478076
Remote Similarity	0.6436	NPC87391
Remote Similarity	0.6435	NPC119722
Remote Similarity	0.6429	NPC471513
Remote Similarity	0.6425	NPC477258

Drug Structure

NPD5620 OpenBabel08211708292D 29 32 0 0 0 0 0 0 0 0999 V2000 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 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 7.7942 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 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 0.0000 3.0000 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 -1.7321 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 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 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 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 8.6603 1.0000 0.0000 Cl 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 5.1962 1.0000 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 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 3 8 1 0 0 0 0 4 11 1 0 0 0 0 4 12 1 0 0 0 0 5 18 1 0 0 0 0 6 19 2 0 0 0 0 7 21 1 0 0 0 0 8 22 2 0 0 0 0 9 10 1 0 0 0 0 9 20 1 0 0 0 0 10 23 1 0 0 0 0 11 25 1 0 0 0 0 12 27 1 0 0 0 0 13 15 1 0 0 0 0 13 25 1 0 0 0 0 14 16 1 0 0 0 0 14 25 1 0 0 0 0 15 26 1 0 0 0 0 16 26 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 18 24 1 0 0 0 0 19 26 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 21 27 1 0 0 0 0 22 29 1 0 0 0 0 23 27 1 0 0 0 0 23 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000907
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9892540
ChEBI
CAS Number

Drug Properties

Molecular Weight	413.19
ALogP	-0.0371
MLogP	3.33
XLogP	3.689
HDA	4
HBD	0
Rotatable Bonds	8
TPSA	36.02
RO5 Violation	0