NPASS drugs

Drug Information

Drug ID:	NPD5565
Drug Name:	YM-43611
Molecular Formula:	C23H26ClN3O3
Canonical SMILES:	COc1cc(N=C(C2CC2)O)c(cc1C(=N[C@H]1CCN(C1)Cc1ccccc1)O)Cl
Standard InCHI:	InChI=1S/C23H26ClN3O3/c1-30-21-12-20(26-22(28)16-7-8-16)19(24)11-18(21)23(29)25-17-9-10-27(14-17)13-15-5-3-2-4-6-15/h2-6,11-12,16-17H,7-10,13-14H2,1H3,(H,25,29)(H,26,28)/t17-/m0/s1
Standard InCHIKey:	CPVZPPFHQBIJNB-KRWDZBQOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5565

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	291
0.1-0.2	2097
0.2-0.3	10072
0.3-0.4	3067
0.4-0.5	11705
0.5-0.6	3313
0.6-0.7	344
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	0.715	NPC232872
Remote Similarity	0.6869	NPC28510
Remote Similarity	0.6813	NPC219383
Remote Similarity	0.6772	NPC208280
Remote Similarity	0.6771	NPC168153
Remote Similarity	0.67	NPC70956
Remote Similarity	0.67	NPC243834
Remote Similarity	0.665	NPC174629
Remote Similarity	0.6632	NPC19555
Remote Similarity	0.6619	NPC475910
Remote Similarity	0.6602	NPC329747
Remote Similarity	0.659	NPC274268
Remote Similarity	0.6588	NPC469589
Remote Similarity	0.6584	NPC204970
Remote Similarity	0.6564	NPC9475
Remote Similarity	0.6524	NPC472111
Remote Similarity	0.6492	NPC254700
Remote Similarity	0.6485	NPC474059
Remote Similarity	0.648	NPC283152
Remote Similarity	0.6477	NPC184437
Remote Similarity	0.6474	NPC133470
Remote Similarity	0.6474	NPC191863
Remote Similarity	0.6474	NPC289776
Remote Similarity	0.6465	NPC469592
Remote Similarity	0.6465	NPC471080
Remote Similarity	0.6462	NPC470931
Remote Similarity	0.6459	NPC475085
Remote Similarity	0.6459	NPC475112
Remote Similarity	0.6459	NPC291535
Remote Similarity	0.6455	NPC291359
Remote Similarity	0.6452	NPC184161
Remote Similarity	0.645	NPC474498
Remote Similarity	0.6444	NPC83289
Remote Similarity	0.6444	NPC212850
Remote Similarity	0.6444	NPC189724
Remote Similarity	0.6438	NPC128115
Remote Similarity	0.6436	NPC315257
Remote Similarity	0.6436	NPC10730
Remote Similarity	0.6436	NPC10875
Remote Similarity	0.6432	NPC272375
Remote Similarity	0.6429	NPC43275
Remote Similarity	0.6415	NPC193777
Remote Similarity	0.6404	NPC471593
Remote Similarity	0.64	NPC62069
Remote Similarity	0.6392	NPC269383
Remote Similarity	0.6392	NPC151030
Remote Similarity	0.6389	NPC478074
Remote Similarity	0.6387	NPC177404
Remote Similarity	0.6381	NPC52801
Remote Similarity	0.6374	NPC471314
Remote Similarity	0.6374	NPC471315
Remote Similarity	0.6373	NPC238430
Remote Similarity	0.6369	NPC166667
Remote Similarity	0.6368	NPC476106
Remote Similarity	0.6359	NPC310894
Remote Similarity	0.6355	NPC477186
Remote Similarity	0.6347	NPC469594
Remote Similarity	0.6346	NPC72211
Remote Similarity	0.6332	NPC271958
Remote Similarity	0.6332	NPC263507
Remote Similarity	0.6332	NPC70092
Remote Similarity	0.6332	NPC39822
Remote Similarity	0.6332	NPC134413
Remote Similarity	0.6332	NPC45112
Remote Similarity	0.633	NPC148183
Remote Similarity	0.633	NPC152768
Remote Similarity	0.6329	NPC194967
Remote Similarity	0.6328	NPC471953
Remote Similarity	0.6327	NPC300114
Remote Similarity	0.6326	NPC11464
Remote Similarity	0.6324	NPC245974
Remote Similarity	0.6323	NPC166655
Remote Similarity	0.6321	NPC70172
Remote Similarity	0.6318	NPC84478
Remote Similarity	0.6313	NPC228040
Remote Similarity	0.6308	NPC257354
Remote Similarity	0.6304	NPC247298
Remote Similarity	0.6303	NPC295898
Remote Similarity	0.6303	NPC311357
Remote Similarity	0.6286	NPC121772
Remote Similarity	0.628	NPC131017
Remote Similarity	0.6279	NPC168250
Remote Similarity	0.6275	NPC295287
Remote Similarity	0.6275	NPC217294
Remote Similarity	0.6274	NPC473460
Remote Similarity	0.6273	NPC303658
Remote Similarity	0.627	NPC9373
Remote Similarity	0.6267	NPC473185
Remote Similarity	0.6267	NPC264176
Remote Similarity	0.6264	NPC477837
Remote Similarity	0.6264	NPC477838
Remote Similarity	0.6264	NPC314113
Remote Similarity	0.6263	NPC288943
Remote Similarity	0.6263	NPC473432
Remote Similarity	0.6262	NPC114335
Remote Similarity	0.6262	NPC280964
Remote Similarity	0.6262	NPC141915
Remote Similarity	0.6261	NPC310118
Remote Similarity	0.6256	NPC232600
Remote Similarity	0.625	NPC472193
Remote Similarity	0.625	NPC235628
Remote Similarity	0.625	NPC265383
Remote Similarity	0.625	NPC306366
Remote Similarity	0.625	NPC70259
Remote Similarity	0.6244	NPC473422
Remote Similarity	0.6244	NPC49315
Remote Similarity	0.6244	NPC225381
Remote Similarity	0.6243	NPC26872
Remote Similarity	0.6237	NPC204179
Remote Similarity	0.623	NPC26850
Remote Similarity	0.623	NPC469428
Remote Similarity	0.6229	NPC476950
Remote Similarity	0.6224	NPC477888
Remote Similarity	0.622	NPC472191
Remote Similarity	0.6219	NPC260118
Remote Similarity	0.6218	NPC315498
Remote Similarity	0.6218	NPC230942
Remote Similarity	0.6209	NPC329793
Remote Similarity	0.6209	NPC11017
Remote Similarity	0.6207	NPC94943
Remote Similarity	0.6207	NPC42591
Remote Similarity	0.6204	NPC174672
Remote Similarity	0.6203	NPC476151
Remote Similarity	0.6202	NPC43787
Remote Similarity	0.6202	NPC205934
Remote Similarity	0.6199	NPC471308
Remote Similarity	0.6199	NPC289330
Remote Similarity	0.6199	NPC53596
Remote Similarity	0.6199	NPC473041
Remote Similarity	0.6199	NPC41801
Remote Similarity	0.6199	NPC17388
Remote Similarity	0.6199	NPC160120
Remote Similarity	0.6197	NPC162484
Remote Similarity	0.6193	NPC48353
Remote Similarity	0.619	NPC303370
Remote Similarity	0.619	NPC177056
Remote Similarity	0.6188	NPC86678
Remote Similarity	0.6188	NPC215747
Remote Similarity	0.6188	NPC311936
Remote Similarity	0.6188	NPC192939
Remote Similarity	0.6188	NPC98197
Remote Similarity	0.6176	NPC33902
Remote Similarity	0.6176	NPC276674
Remote Similarity	0.6172	NPC303214
Remote Similarity	0.6172	NPC13880
Remote Similarity	0.6171	NPC473179
Remote Similarity	0.6171	NPC29477
Remote Similarity	0.6171	NPC213530
Remote Similarity	0.6171	NPC193267
Remote Similarity	0.6169	NPC283999
Remote Similarity	0.6168	NPC14339
Remote Similarity	0.6162	NPC66573
Remote Similarity	0.6158	NPC226662
Remote Similarity	0.6158	NPC119579
Remote Similarity	0.6158	NPC190007
Remote Similarity	0.6154	NPC471178
Remote Similarity	0.6154	NPC193528
Remote Similarity	0.6154	NPC203972
Remote Similarity	0.615	NPC254798
Remote Similarity	0.6146	NPC469830
Remote Similarity	0.6146	NPC21425
Remote Similarity	0.6146	NPC219170
Remote Similarity	0.6146	NPC66083
Remote Similarity	0.6146	NPC180253
Remote Similarity	0.6145	NPC274732
Remote Similarity	0.6143	NPC161804
Remote Similarity	0.6139	NPC270301
Remote Similarity	0.6138	NPC103379
Remote Similarity	0.6138	NPC477565
Remote Similarity	0.6137	NPC49583
Remote Similarity	0.6136	NPC189661
Remote Similarity	0.6135	NPC22476
Remote Similarity	0.6134	NPC72291
Remote Similarity	0.6134	NPC124542
Remote Similarity	0.6134	NPC221864
Remote Similarity	0.6134	NPC471177
Remote Similarity	0.6134	NPC59779
Remote Similarity	0.6132	NPC127178
Remote Similarity	0.6131	NPC227778
Remote Similarity	0.6129	NPC471561
Remote Similarity	0.6127	NPC315542
Remote Similarity	0.6127	NPC276060
Remote Similarity	0.6127	NPC28425
Remote Similarity	0.6127	NPC473007
Remote Similarity	0.6124	NPC198401
Remote Similarity	0.6123	NPC110151
Remote Similarity	0.6121	NPC475774
Remote Similarity	0.6121	NPC223427
Remote Similarity	0.612	NPC476989
Remote Similarity	0.6119	NPC472331
Remote Similarity	0.6119	NPC274002
Remote Similarity	0.6119	NPC126515
Remote Similarity	0.6118	NPC323948
Remote Similarity	0.6117	NPC110741
Remote Similarity	0.6116	NPC477532
Remote Similarity	0.6114	NPC95733
Remote Similarity	0.6114	NPC325013
Remote Similarity	0.6114	NPC62101
Remote Similarity	0.6114	NPC29647
Remote Similarity	0.6111	NPC85482

Drug Structure

NPD5565 OpenBabel08211708292D 32 35 0 0 1 0 0 0 0 0999 V2000 -3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5885 0.7336 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4840 1.7281 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7795 0.1458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5704 2.1349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8659 0.5526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3660 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0878 0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0388 0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8479 1.9538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7614 1.5471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0388 1.3660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 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 6 2 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 16 1 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 17 1 0 0 0 0 10 27 1 0 0 0 0 11 18 1 0 0 0 0 11 19 2 0 0 0 0 12 20 2 0 0 0 0 12 21 1 0 0 0 0 13 15 1 0 0 0 0 13 27 1 0 0 0 0 14 17 1 0 0 0 0 14 27 1 0 0 0 0 16 22 1 0 0 0 0 17 25 1 1 0 0 0 18 21 2 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 19 24 1 0 0 0 0 20 26 1 0 0 0 0 21 30 1 0 0 0 0 22 26 2 3 0 0 0 22 28 1 0 0 0 0 23 25 2 3 0 0 0 23 29 1 0 0 0 0 28 31 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007144
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	427.17
ALogP	0.4933
MLogP	3.22
XLogP	4.944
HDA	5
HBD	2
Rotatable Bonds	11
TPSA	77.65
RO5 Violation	0