NPASS drugs

Drug Information

Drug ID:	NPD6905
Drug Name:	Naronapride
Molecular Formula:	C27H41ClN4O5
Canonical SMILES:	CO[C@H]1CN(CCCCCC(=O)O[C@H]2CN3CCC2CC3)CC[C@H]1N=C(c1cc(Cl)c(cc1OC)N)O
Standard InCHI:	InChI=1S/C27H41ClN4O5/c1-35-23-15-21(29)20(28)14-19(23)27(34)30-22-9-13-31(17-25(22)36-2)10-5-3-4-6-26(33)37-24-16-32-11-7-18(24)8-12-32/h14-15,18,22,24-25H,3-13,16-17,29H2,1-2H3,(H,30,34)/t22-,24+,25+/m1/s1
Standard InCHIKey:	VGDDOIZXGFJDRC-VJTSUQJLSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6905

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	208
0.1-0.2	1338
0.2-0.3	7295
0.3-0.4	5942
0.4-0.5	12728
0.5-0.6	3105
0.6-0.7	272
0.7-0.8	2
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	0.7291	NPC28510
Intermediate Similarity	0.7143	NPC232872
Remote Similarity	0.6906	NPC274268
Remote Similarity	0.6812	NPC469830
Remote Similarity	0.6744	NPC472330
Remote Similarity	0.6744	NPC472329
Remote Similarity	0.6667	NPC474059
Remote Similarity	0.6651	NPC203972
Remote Similarity	0.6651	NPC328763
Remote Similarity	0.6622	NPC326333
Remote Similarity	0.6591	NPC219350
Remote Similarity	0.6591	NPC194699
Remote Similarity	0.6584	NPC269383
Remote Similarity	0.6584	NPC151030
Remote Similarity	0.6578	NPC152768
Remote Similarity	0.6578	NPC148183
Remote Similarity	0.6562	NPC326027
Remote Similarity	0.656	NPC474077
Remote Similarity	0.656	NPC311357
Remote Similarity	0.6555	NPC473007
Remote Similarity	0.6533	NPC189661
Remote Similarity	0.653	NPC473460
Remote Similarity	0.6528	NPC323662
Remote Similarity	0.6509	NPC473008
Remote Similarity	0.6505	NPC9475
Remote Similarity	0.6505	NPC127082
Remote Similarity	0.65	NPC473422
Remote Similarity	0.6473	NPC277306
Remote Similarity	0.6473	NPC469442
Remote Similarity	0.6471	NPC83241
Remote Similarity	0.6459	NPC469831
Remote Similarity	0.6458	NPC469452
Remote Similarity	0.6444	NPC469450
Remote Similarity	0.6444	NPC49583
Remote Similarity	0.6442	NPC45112
Remote Similarity	0.6442	NPC134413
Remote Similarity	0.6442	NPC263507
Remote Similarity	0.6442	NPC271958
Remote Similarity	0.6439	NPC49315
Remote Similarity	0.6438	NPC232600
Remote Similarity	0.6429	NPC469829
Remote Similarity	0.6416	NPC25539
Remote Similarity	0.6408	NPC95412
Remote Similarity	0.6405	NPC329932
Remote Similarity	0.6404	NPC238430
Remote Similarity	0.6402	NPC301501
Remote Similarity	0.6398	NPC477391
Remote Similarity	0.6398	NPC315542
Remote Similarity	0.6394	NPC194671
Remote Similarity	0.6394	NPC269750
Remote Similarity	0.639	NPC310894
Remote Similarity	0.639	NPC469451
Remote Similarity	0.6388	NPC314817
Remote Similarity	0.6388	NPC316297
Remote Similarity	0.6388	NPC66191
Remote Similarity	0.6379	NPC475666
Remote Similarity	0.6372	NPC127996
Remote Similarity	0.6371	NPC473105
Remote Similarity	0.6364	NPC214368
Remote Similarity	0.636	NPC131977
Remote Similarity	0.6359	NPC473371
Remote Similarity	0.6352	NPC19175
Remote Similarity	0.6351	NPC320394
Remote Similarity	0.6337	NPC81939
Remote Similarity	0.6335	NPC473005
Remote Similarity	0.6329	NPC279871
Remote Similarity	0.6322	NPC469722
Remote Similarity	0.6318	NPC469443
Remote Similarity	0.6316	NPC319774
Remote Similarity	0.6314	NPC223242
Remote Similarity	0.6313	NPC230313
Remote Similarity	0.6311	NPC477160
Remote Similarity	0.6308	NPC217294
Remote Similarity	0.6308	NPC295287
Remote Similarity	0.6303	NPC86678
Remote Similarity	0.6296	NPC204970
Remote Similarity	0.6295	NPC478075
Remote Similarity	0.6287	NPC300114
Remote Similarity	0.6283	NPC269449
Remote Similarity	0.6282	NPC21638
Remote Similarity	0.628	NPC225381
Remote Similarity	0.6279	NPC174629
Remote Similarity	0.6278	NPC87714
Remote Similarity	0.6277	NPC108826
Remote Similarity	0.6261	NPC139373
Remote Similarity	0.6261	NPC195636
Remote Similarity	0.6256	NPC191863
Remote Similarity	0.6256	NPC133470
Remote Similarity	0.6256	NPC289776
Remote Similarity	0.625	NPC472099
Remote Similarity	0.625	NPC227778
Remote Similarity	0.625	NPC246140
Remote Similarity	0.625	NPC195787
Remote Similarity	0.625	NPC128115
Remote Similarity	0.6239	NPC168250
Remote Similarity	0.6235	NPC314743
Remote Similarity	0.6234	NPC323198
Remote Similarity	0.6234	NPC77777
Remote Similarity	0.6224	NPC177056
Remote Similarity	0.6223	NPC128476
Remote Similarity	0.6221	NPC473004
Remote Similarity	0.622	NPC168153
Remote Similarity	0.6218	NPC83289
Remote Similarity	0.6218	NPC189724
Remote Similarity	0.6218	NPC212850
Remote Similarity	0.6216	NPC471303
Remote Similarity	0.6214	NPC208280
Remote Similarity	0.621	NPC303214
Remote Similarity	0.6207	NPC37957
Remote Similarity	0.6204	NPC283207
Remote Similarity	0.6202	NPC306804
Remote Similarity	0.6201	NPC469592
Remote Similarity	0.6201	NPC471080
Remote Similarity	0.6197	NPC315934
Remote Similarity	0.6197	NPC294951
Remote Similarity	0.6197	NPC477392
Remote Similarity	0.6196	NPC313627
Remote Similarity	0.6195	NPC329567
Remote Similarity	0.6195	NPC330683
Remote Similarity	0.6195	NPC475910
Remote Similarity	0.6195	NPC254700
Remote Similarity	0.6193	NPC245974
Remote Similarity	0.6193	NPC132771
Remote Similarity	0.6186	NPC21425
Remote Similarity	0.6184	NPC46009
Remote Similarity	0.6184	NPC475204
Remote Similarity	0.6184	NPC475123
Remote Similarity	0.6182	NPC314948
Remote Similarity	0.6182	NPC472191
Remote Similarity	0.618	NPC476069
Remote Similarity	0.6176	NPC72291
Remote Similarity	0.6175	NPC473378
Remote Similarity	0.6175	NPC22476
Remote Similarity	0.6175	NPC473407
Remote Similarity	0.6175	NPC248822
Remote Similarity	0.6173	NPC247298
Remote Similarity	0.6172	NPC476227
Remote Similarity	0.6171	NPC67904
Remote Similarity	0.6167	NPC469589
Remote Similarity	0.6167	NPC471561
Remote Similarity	0.6165	NPC473502
Remote Similarity	0.6165	NPC472114
Remote Similarity	0.6165	NPC472115
Remote Similarity	0.6164	NPC473041
Remote Similarity	0.6164	NPC314270
Remote Similarity	0.6164	NPC469594
Remote Similarity	0.6161	NPC126515
Remote Similarity	0.6161	NPC274002
Remote Similarity	0.6161	NPC472331
Remote Similarity	0.6157	NPC184680
Remote Similarity	0.615	NPC220060
Remote Similarity	0.615	NPC98197
Remote Similarity	0.615	NPC272375
Remote Similarity	0.6146	NPC472923
Remote Similarity	0.6143	NPC50016
Remote Similarity	0.614	NPC476651
Remote Similarity	0.6137	NPC288110
Remote Similarity	0.6135	NPC478080
Remote Similarity	0.6132	NPC470784
Remote Similarity	0.6132	NPC470785
Remote Similarity	0.6125	NPC475720
Remote Similarity	0.6125	NPC474192
Remote Similarity	0.6124	NPC273755
Remote Similarity	0.6123	NPC469444
Remote Similarity	0.6122	NPC477067
Remote Similarity	0.6122	NPC478082
Remote Similarity	0.6121	NPC471049
Remote Similarity	0.6121	NPC471050
Remote Similarity	0.6121	NPC471048
Remote Similarity	0.6117	NPC52059
Remote Similarity	0.6117	NPC470069
Remote Similarity	0.6116	NPC291173
Remote Similarity	0.6114	NPC471532
Remote Similarity	0.6114	NPC319645
Remote Similarity	0.6113	NPC469734
Remote Similarity	0.6111	NPC10653
Remote Similarity	0.6111	NPC318525
Remote Similarity	0.6109	NPC272706
Remote Similarity	0.6109	NPC478049
Remote Similarity	0.6107	NPC237901
Remote Similarity	0.6107	NPC195788
Remote Similarity	0.6106	NPC40234
Remote Similarity	0.6106	NPC472111
Remote Similarity	0.6106	NPC196091
Remote Similarity	0.6105	NPC274732
Remote Similarity	0.6101	NPC203628
Remote Similarity	0.6095	NPC159767
Remote Similarity	0.6095	NPC158277
Remote Similarity	0.6095	NPC155506
Remote Similarity	0.6093	NPC299806
Remote Similarity	0.6092	NPC186351
Remote Similarity	0.6091	NPC243626
Remote Similarity	0.6089	NPC17437
Remote Similarity	0.6087	NPC264176
Remote Similarity	0.6087	NPC314861
Remote Similarity	0.6087	NPC107938
Remote Similarity	0.6087	NPC294516
Remote Similarity	0.6087	NPC472098
Remote Similarity	0.6087	NPC127362
Remote Similarity	0.6087	NPC119722

Drug Structure

NPD6905 OpenBabel08211710072D 40 43 0 0 1 0 0 0 0 0999 V2000 2.1750 0.6928 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 -2.3250 -0.1732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8250 -1.0392 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8250 0.6928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3250 -1.9053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8250 -4.5033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8250 -4.5033 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 -2.3250 1.5588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3250 -5.3694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3250 -5.3694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6750 3.2909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6750 1.5588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8250 -4.5033 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 -5.3250 -3.6373 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.1750 2.4249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6750 3.2909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1750 2.4249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.6750 1.5588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3250 -3.6373 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8250 -2.7713 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 5.1750 4.1569 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.1750 2.4249 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3250 -5.3694 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -2.3250 -3.6373 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1750 0.6928 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8250 -2.7713 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6750 3.2909 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6750 1.5588 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 35 1 0 0 0 0 2 36 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 10 1 0 0 0 0 6 26 1 0 0 0 0 7 11 1 0 0 0 0 7 18 1 0 0 0 0 8 12 1 0 0 0 0 8 18 1 0 0 0 0 9 13 1 0 0 0 0 9 22 1 0 0 0 0 10 31 1 0 0 0 0 11 32 1 0 0 0 0 12 32 1 0 0 0 0 13 31 1 0 0 0 0 14 19 1 0 0 0 0 14 20 2 0 0 0 0 15 21 2 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 16 32 1 0 0 0 0 17 25 1 0 0 0 0 17 31 1 0 0 0 0 18 24 1 0 0 0 0 19 23 2 0 0 0 0 19 27 1 0 0 0 0 20 21 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 25 1 0 0 0 0 22 30 1 6 0 0 0 23 35 1 0 0 0 0 24 37 1 1 0 0 0 25 36 1 6 0 0 0 26 33 2 0 0 0 0 26 37 1 0 0 0 0 27 30 2 3 0 0 0 27 34 1 0 0 0 0 29 38 1 0 0 0 0 29 39 1 0 0 0 0 34 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005659
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	536.28
ALogP	-2.4485
MLogP	3.33
XLogP	2.167
HDA	8
HBD	2
Rotatable Bonds	17
TPSA	109.85
RO5 Violation	1