NPASS drugs

Drug Information

Drug ID:	NPD5132
Drug Name:
Molecular Formula:	C22H27ClN2O3
Canonical SMILES:	COc1ccccc1N1CCC(CC1)CNCC1COc2c(O1)cc(cc2)Cl
Standard InCHI:	InChI=1S/C22H27ClN2O3/c1-26-20-5-3-2-4-19(20)25-10-8-16(9-11-25)13-24-14-18-15-27-21-7-6-17(23)12-22(21)28-18/h2-7,12,16,18,24H,8-11,13-15H2,1H3
Standard InCHIKey:	QHLRKDSRGUZHSH-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5132

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	279
0.1-0.2	2669
0.2-0.3	10128
0.3-0.4	4364
0.4-0.5	10902
0.5-0.6	2336
0.6-0.7	211
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	0.7006	NPC315257
Remote Similarity	0.6725	NPC476475
Remote Similarity	0.6686	NPC473874
Remote Similarity	0.6614	NPC473432
Remote Similarity	0.6559	NPC475393
Remote Similarity	0.6514	NPC476462
Remote Similarity	0.6505	NPC24954
Remote Similarity	0.6503	NPC80129
Remote Similarity	0.6503	NPC187022
Remote Similarity	0.6492	NPC285941
Remote Similarity	0.6468	NPC314948
Remote Similarity	0.6441	NPC260601
Remote Similarity	0.6391	NPC56271
Remote Similarity	0.6386	NPC478049
Remote Similarity	0.6384	NPC168750
Remote Similarity	0.6354	NPC7467
Remote Similarity	0.6347	NPC315632
Remote Similarity	0.6335	NPC73280
Remote Similarity	0.6329	NPC473422
Remote Similarity	0.6321	NPC220560
Remote Similarity	0.6319	NPC207824
Remote Similarity	0.6319	NPC60538
Remote Similarity	0.6308	NPC118776
Remote Similarity	0.6308	NPC190461
Remote Similarity	0.6304	NPC203424
Remote Similarity	0.6304	NPC206372
Remote Similarity	0.6298	NPC210437
Remote Similarity	0.6298	NPC16107
Remote Similarity	0.6298	NPC51957
Remote Similarity	0.6298	NPC476144
Remote Similarity	0.6298	NPC106295
Remote Similarity	0.6294	NPC172403
Remote Similarity	0.629	NPC247639
Remote Similarity	0.629	NPC25084
Remote Similarity	0.629	NPC301163
Remote Similarity	0.6284	NPC13397
Remote Similarity	0.6281	NPC477186
Remote Similarity	0.6276	NPC243454
Remote Similarity	0.6276	NPC475479
Remote Similarity	0.6271	NPC314682
Remote Similarity	0.627	NPC477564
Remote Similarity	0.627	NPC2295
Remote Similarity	0.6269	NPC475215
Remote Similarity	0.6269	NPC290069
Remote Similarity	0.6269	NPC108434
Remote Similarity	0.6263	NPC121275
Remote Similarity	0.6263	NPC276674
Remote Similarity	0.6263	NPC33902
Remote Similarity	0.6263	NPC4138
Remote Similarity	0.6263	NPC284183
Remote Similarity	0.6257	NPC128019
Remote Similarity	0.6257	NPC136860
Remote Similarity	0.6257	NPC476567
Remote Similarity	0.6256	NPC287588
Remote Similarity	0.625	NPC76213
Remote Similarity	0.625	NPC253429
Remote Similarity	0.625	NPC255253
Remote Similarity	0.625	NPC277669
Remote Similarity	0.6244	NPC212163
Remote Similarity	0.6244	NPC239584
Remote Similarity	0.6244	NPC179704
Remote Similarity	0.6238	NPC78284
Remote Similarity	0.6237	NPC93593
Remote Similarity	0.6236	NPC474915
Remote Similarity	0.6236	NPC188163
Remote Similarity	0.6236	NPC213206
Remote Similarity	0.6236	NPC328750
Remote Similarity	0.6231	NPC232872
Remote Similarity	0.6229	NPC209195
Remote Similarity	0.6229	NPC13826
Remote Similarity	0.6212	NPC249405
Remote Similarity	0.6209	NPC144863
Remote Similarity	0.6207	NPC160692
Remote Similarity	0.6207	NPC230313
Remote Similarity	0.6203	NPC170503
Remote Similarity	0.6203	NPC126519
Remote Similarity	0.6203	NPC203784
Remote Similarity	0.6198	NPC471604
Remote Similarity	0.6193	NPC267408
Remote Similarity	0.6188	NPC95977
Remote Similarity	0.6188	NPC130926
Remote Similarity	0.6184	NPC295676
Remote Similarity	0.6176	NPC141739
Remote Similarity	0.6176	NPC320242
Remote Similarity	0.6176	NPC136112
Remote Similarity	0.6173	NPC70092
Remote Similarity	0.6171	NPC274441
Remote Similarity	0.6158	NPC231163
Remote Similarity	0.6158	NPC318591
Remote Similarity	0.6158	NPC302001
Remote Similarity	0.6154	NPC328267
Remote Similarity	0.6149	NPC208022
Remote Similarity	0.6146	NPC161804
Remote Similarity	0.6141	NPC92541
Remote Similarity	0.6134	NPC109925
Remote Similarity	0.6134	NPC312872
Remote Similarity	0.6129	NPC197141
Remote Similarity	0.6127	NPC473987
Remote Similarity	0.612	NPC253883
Remote Similarity	0.612	NPC95075
Remote Similarity	0.612	NPC476151
Remote Similarity	0.612	NPC90844
Remote Similarity	0.6119	NPC110741
Remote Similarity	0.6119	NPC320088
Remote Similarity	0.6117	NPC146288
Remote Similarity	0.6114	NPC471648
Remote Similarity	0.6111	NPC314659
Remote Similarity	0.6106	NPC214368
Remote Similarity	0.61	NPC262725
Remote Similarity	0.6099	NPC185838
Remote Similarity	0.6095	NPC244606
Remote Similarity	0.6095	NPC156728
Remote Similarity	0.6094	NPC169743
Remote Similarity	0.6093	NPC162530
Remote Similarity	0.6091	NPC85613
Remote Similarity	0.6091	NPC283810
Remote Similarity	0.6089	NPC189724
Remote Similarity	0.6089	NPC212850
Remote Similarity	0.6089	NPC83289
Remote Similarity	0.6089	NPC312531
Remote Similarity	0.6073	NPC476069
Remote Similarity	0.6068	NPC272706
Remote Similarity	0.6064	NPC278799
Remote Similarity	0.6064	NPC207757
Remote Similarity	0.6064	NPC276588
Remote Similarity	0.6064	NPC138487
Remote Similarity	0.6064	NPC193949
Remote Similarity	0.6064	NPC5238
Remote Similarity	0.6064	NPC469817
Remote Similarity	0.6064	NPC204828
Remote Similarity	0.6064	NPC189266
Remote Similarity	0.6064	NPC110416
Remote Similarity	0.6064	NPC184026
Remote Similarity	0.6064	NPC249797
Remote Similarity	0.6064	NPC2413
Remote Similarity	0.6064	NPC127674
Remote Similarity	0.6064	NPC216459
Remote Similarity	0.6064	NPC295691
Remote Similarity	0.6064	NPC172765
Remote Similarity	0.6064	NPC39701
Remote Similarity	0.6064	NPC54379
Remote Similarity	0.6064	NPC41178
Remote Similarity	0.6062	NPC250846
Remote Similarity	0.6062	NPC42549
Remote Similarity	0.6062	NPC240841
Remote Similarity	0.6062	NPC317272
Remote Similarity	0.6062	NPC256012
Remote Similarity	0.6062	NPC268503
Remote Similarity	0.6061	NPC197335
Remote Similarity	0.6059	NPC48490
Remote Similarity	0.6059	NPC274661
Remote Similarity	0.6059	NPC175890
Remote Similarity	0.6059	NPC82457
Remote Similarity	0.6059	NPC11296
Remote Similarity	0.6059	NPC281581
Remote Similarity	0.6058	NPC127178
Remote Similarity	0.6057	NPC97870
Remote Similarity	0.6057	NPC247018
Remote Similarity	0.6057	NPC118419
Remote Similarity	0.6057	NPC307123
Remote Similarity	0.6056	NPC323204
Remote Similarity	0.6056	NPC477160
Remote Similarity	0.6054	NPC103379
Remote Similarity	0.6054	NPC477565
Remote Similarity	0.6054	NPC219162
Remote Similarity	0.6053	NPC85651
Remote Similarity	0.605	NPC473007
Remote Similarity	0.6048	NPC473460
Remote Similarity	0.6044	NPC247298
Remote Similarity	0.6042	NPC233650
Remote Similarity	0.6041	NPC287152
Remote Similarity	0.6041	NPC472168
Remote Similarity	0.6038	NPC478075
Remote Similarity	0.6036	NPC231924
Remote Similarity	0.6034	NPC160193
Remote Similarity	0.6033	NPC179825
Remote Similarity	0.6033	NPC321505
Remote Similarity	0.6033	NPC191376
Remote Similarity	0.6029	NPC191132
Remote Similarity	0.6029	NPC79213
Remote Similarity	0.6029	NPC60295
Remote Similarity	0.6023	NPC297584
Remote Similarity	0.6022	NPC88249
Remote Similarity	0.6022	NPC192768
Remote Similarity	0.6022	NPC151895
Remote Similarity	0.6022	NPC220858
Remote Similarity	0.6022	NPC97221
Remote Similarity	0.6022	NPC274026
Remote Similarity	0.602	NPC198498
Remote Similarity	0.602	NPC63646
Remote Similarity	0.602	NPC76682
Remote Similarity	0.602	NPC317439
Remote Similarity	0.602	NPC115284
Remote Similarity	0.602	NPC227060
Remote Similarity	0.602	NPC317145
Remote Similarity	0.602	NPC276890
Remote Similarity	0.602	NPC10908
Remote Similarity	0.6011	NPC110337
Remote Similarity	0.601	NPC5167
Remote Similarity	0.601	NPC134858

Drug Structure

NPD5132 OpenBabel08211706322D 29 32 0 0 1 0 0 0 0 0999 V2000 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 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 -7.7942 -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 1.7321 -2.0000 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 -4.3301 1.5000 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 -5.1962 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 1.5000 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 -0.8660 -1.5000 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 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 3 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 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 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 19 2 0 0 0 0 5 20 2 0 0 0 0 6 7 2 0 0 0 0 6 17 1 0 0 0 0 7 21 1 0 0 0 0 8 10 1 0 0 0 0 8 16 1 0 0 0 0 9 11 1 0 0 0 0 9 16 1 0 0 0 0 10 25 1 0 0 0 0 11 25 1 0 0 0 0 12 17 2 0 0 0 0 12 22 1 0 0 0 0 13 16 1 0 0 0 0 13 24 1 0 0 0 0 14 18 1 0 0 0 0 14 24 1 0 0 0 0 15 18 1 0 0 0 0 15 27 1 0 0 0 0 17 23 1 0 0 0 0 18 28 1 0 0 0 0 19 20 1 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 21 22 2 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000732
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9865858
ChEBI
CAS Number

Drug Properties

Molecular Weight	402.17
ALogP	-0.8974
MLogP	3.22
XLogP	3.924
HDA	2
HBD	1
Rotatable Bonds	8
TPSA	42.96
RO5 Violation	0