NPASS drugs

Drug Information

Drug ID:	NPD4591
Drug Name:
Molecular Formula:	C21H26ClN3O2
Canonical SMILES:	COc1cc(NC)c(cc1C(=N[C@@H]1CCN([C@@H]1C)Cc1ccccc1)O)Cl
Standard InCHI:	InChI=1S/C21H26ClN3O2/c1-14-18(9-10-25(14)13-15-7-5-4-6-8-15)24-21(26)16-11-17(22)19(23-2)12-20(16)27-3/h4-8,11-12,14,18,23H,9-10,13H2,1-3H3,(H,24,26)/t14-,18-/m1/s1
Standard InCHIKey:	KRVOJOCLBAAKSJ-RDTXWAMCSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4591

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	321
0.1-0.2	2565
0.2-0.3	9913
0.3-0.4	3609
0.4-0.5	11008
0.5-0.6	3083
0.6-0.7	389
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	0.7079	NPC243834
Intermediate Similarity	0.7079	NPC70956
Remote Similarity	0.695	NPC474059
Remote Similarity	0.6935	NPC232872
Remote Similarity	0.6905	NPC475910
Remote Similarity	0.6893	NPC329747
Remote Similarity	0.6888	NPC70092
Remote Similarity	0.6827	NPC475085
Remote Similarity	0.6827	NPC291535
Remote Similarity	0.6827	NPC475112
Remote Similarity	0.6822	NPC469592
Remote Similarity	0.6822	NPC471080
Remote Similarity	0.6809	NPC469428
Remote Similarity	0.6777	NPC193777
Remote Similarity	0.6736	NPC208280
Remote Similarity	0.6731	NPC121772
Remote Similarity	0.673	NPC476106
Remote Similarity	0.6715	NPC72211
Remote Similarity	0.67	NPC84478
Remote Similarity	0.6699	NPC232600
Remote Similarity	0.6697	NPC469594
Remote Similarity	0.6682	NPC11464
Remote Similarity	0.6667	NPC478074
Remote Similarity	0.6667	NPC166655
Remote Similarity	0.665	NPC473432
Remote Similarity	0.665	NPC131017
Remote Similarity	0.6636	NPC189661
Remote Similarity	0.6636	NPC469589
Remote Similarity	0.6621	NPC303658
Remote Similarity	0.6618	NPC70259
Remote Similarity	0.6618	NPC13880
Remote Similarity	0.6618	NPC303214
Remote Similarity	0.6607	NPC473185
Remote Similarity	0.6606	NPC148183
Remote Similarity	0.6606	NPC152768
Remote Similarity	0.6596	NPC219383
Remote Similarity	0.6585	NPC28510
Remote Similarity	0.6585	NPC22476
Remote Similarity	0.6584	NPC94943
Remote Similarity	0.657	NPC205934
Remote Similarity	0.657	NPC43787
Remote Similarity	0.6557	NPC162484
Remote Similarity	0.6544	NPC48353
Remote Similarity	0.6535	NPC190007
Remote Similarity	0.6532	NPC310118
Remote Similarity	0.6516	NPC193267
Remote Similarity	0.6516	NPC213530
Remote Similarity	0.6516	NPC473179
Remote Similarity	0.6505	NPC203628
Remote Similarity	0.6495	NPC472111
Remote Similarity	0.6493	NPC315957
Remote Similarity	0.6493	NPC329793
Remote Similarity	0.6492	NPC315257
Remote Similarity	0.6488	NPC477186
Remote Similarity	0.6486	NPC128115
Remote Similarity	0.6485	NPC212535
Remote Similarity	0.6482	NPC168153
Remote Similarity	0.6479	NPC223427
Remote Similarity	0.6473	NPC204970
Remote Similarity	0.6471	NPC473041
Remote Similarity	0.6465	NPC474409
Remote Similarity	0.6462	NPC70172
Remote Similarity	0.6462	NPC232727
Remote Similarity	0.6457	NPC477532
Remote Similarity	0.6456	NPC174629
Remote Similarity	0.6455	NPC170114
Remote Similarity	0.6453	NPC62069
Remote Similarity	0.645	NPC283152
Remote Similarity	0.6449	NPC285558
Remote Similarity	0.6449	NPC87714
Remote Similarity	0.6444	NPC184437
Remote Similarity	0.6442	NPC307963
Remote Similarity	0.6435	NPC470931
Remote Similarity	0.6432	NPC199277
Remote Similarity	0.6432	NPC135887
Remote Similarity	0.6429	NPC280272
Remote Similarity	0.6425	NPC305984
Remote Similarity	0.6425	NPC29647
Remote Similarity	0.6418	NPC72980
Remote Similarity	0.6415	NPC25897
Remote Similarity	0.6413	NPC174760
Remote Similarity	0.6413	NPC150239
Remote Similarity	0.6409	NPC470549
Remote Similarity	0.6406	NPC209769
Remote Similarity	0.6404	NPC471785
Remote Similarity	0.6404	NPC176127
Remote Similarity	0.6398	NPC100863
Remote Similarity	0.6393	NPC316981
Remote Similarity	0.6392	NPC79328
Remote Similarity	0.6388	NPC187145
Remote Similarity	0.6388	NPC110151
Remote Similarity	0.6385	NPC476044
Remote Similarity	0.6385	NPC267423
Remote Similarity	0.6381	NPC251090
Remote Similarity	0.6381	NPC194967
Remote Similarity	0.638	NPC183407
Remote Similarity	0.6379	NPC473183
Remote Similarity	0.6377	NPC471593
Remote Similarity	0.6376	NPC300114
Remote Similarity	0.6376	NPC471304
Remote Similarity	0.6376	NPC123976
Remote Similarity	0.6376	NPC167860
Remote Similarity	0.6368	NPC128823
Remote Similarity	0.6368	NPC9475
Remote Similarity	0.6368	NPC18487
Remote Similarity	0.6364	NPC473184
Remote Similarity	0.636	NPC194740
Remote Similarity	0.6359	NPC177404
Remote Similarity	0.6359	NPC230942
Remote Similarity	0.6359	NPC315498
Remote Similarity	0.6355	NPC52801
Remote Similarity	0.6355	NPC295898
Remote Similarity	0.6351	NPC153042
Remote Similarity	0.6351	NPC472191
Remote Similarity	0.6347	NPC87413
Remote Similarity	0.6346	NPC475411
Remote Similarity	0.6346	NPC92111
Remote Similarity	0.6345	NPC19555
Remote Similarity	0.6339	NPC132642
Remote Similarity	0.6339	NPC477533
Remote Similarity	0.6338	NPC249040
Remote Similarity	0.6333	NPC476689
Remote Similarity	0.6333	NPC230313
Remote Similarity	0.6333	NPC243626
Remote Similarity	0.6333	NPC476685
Remote Similarity	0.6333	NPC476687
Remote Similarity	0.633	NPC201697
Remote Similarity	0.6326	NPC473460
Remote Similarity	0.6323	NPC247803
Remote Similarity	0.6318	NPC119722
Remote Similarity	0.6316	NPC114335
Remote Similarity	0.6316	NPC141915
Remote Similarity	0.6316	NPC79213
Remote Similarity	0.6316	NPC280964
Remote Similarity	0.6311	NPC33902
Remote Similarity	0.6311	NPC276674
Remote Similarity	0.6306	NPC330009
Remote Similarity	0.6303	NPC472193
Remote Similarity	0.6298	NPC76748
Remote Similarity	0.6296	NPC470930
Remote Similarity	0.6296	NPC473422
Remote Similarity	0.629	NPC266931
Remote Similarity	0.6288	NPC252251
Remote Similarity	0.6286	NPC106937
Remote Similarity	0.6283	NPC162748
Remote Similarity	0.628	NPC46580
Remote Similarity	0.6278	NPC169402
Remote Similarity	0.6274	NPC161804
Remote Similarity	0.6267	NPC261388
Remote Similarity	0.6263	NPC238430
Remote Similarity	0.6262	NPC474498
Remote Similarity	0.6261	NPC116238
Remote Similarity	0.6256	NPC174672
Remote Similarity	0.625	NPC96321
Remote Similarity	0.625	NPC85482
Remote Similarity	0.625	NPC473105
Remote Similarity	0.625	NPC323198
Remote Similarity	0.625	NPC296527
Remote Similarity	0.625	NPC310894
Remote Similarity	0.6244	NPC94157
Remote Similarity	0.6244	NPC264176
Remote Similarity	0.6239	NPC60621
Remote Similarity	0.6239	NPC177056
Remote Similarity	0.6238	NPC288943
Remote Similarity	0.6238	NPC114039
Remote Similarity	0.6238	NPC206109
Remote Similarity	0.6237	NPC2295
Remote Similarity	0.6237	NPC477564
Remote Similarity	0.6234	NPC477531
Remote Similarity	0.6234	NPC475253
Remote Similarity	0.6233	NPC3207
Remote Similarity	0.6231	NPC209377
Remote Similarity	0.6228	NPC115588
Remote Similarity	0.6228	NPC21638
Remote Similarity	0.6227	NPC269449
Remote Similarity	0.6226	NPC242209
Remote Similarity	0.6225	NPC283999
Remote Similarity	0.6221	NPC475147
Remote Similarity	0.622	NPC474904
Remote Similarity	0.622	NPC283207
Remote Similarity	0.622	NPC5630
Remote Similarity	0.6219	NPC73280
Remote Similarity	0.6218	NPC26872
Remote Similarity	0.6216	NPC140888
Remote Similarity	0.6213	NPC470784
Remote Similarity	0.6212	NPC254700
Remote Similarity	0.6212	NPC299582
Remote Similarity	0.6212	NPC471178
Remote Similarity	0.6207	NPC285941
Remote Similarity	0.6207	NPC127082
Remote Similarity	0.6207	NPC477187
Remote Similarity	0.6207	NPC228040
Remote Similarity	0.6207	NPC96890
Remote Similarity	0.6207	NPC43275
Remote Similarity	0.6205	NPC26850
Remote Similarity	0.6202	NPC21425
Remote Similarity	0.6201	NPC227908
Remote Similarity	0.6201	NPC476950
Remote Similarity	0.62	NPC56887
Remote Similarity	0.62	NPC193853

Drug Structure

NPD4591 OpenBabel08211705262D 29 31 0 0 1 0 0 0 0 0999 V2000 4.8859 -1.8702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1810 1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2202 -2.7406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7114 -1.2065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8454 -1.7065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7114 -0.2065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9793 -1.2065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8454 0.2935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6646 -0.5430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3337 0.2002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5823 -0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1133 0.2935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1428 -1.2011 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.9793 -0.2065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1756 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1646 -1.4090 0.0000 C 0 0 2 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 0.1810 -1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7634 -2.4271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 1.0181 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7579 -2.3225 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2473 -0.2065 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3566 -3.3406 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2257 -2.6361 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5823 0.7045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3621 -3.4451 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 23 1 0 0 0 0 3 27 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 10 1 0 0 0 0 9 18 1 0 0 0 0 10 25 1 0 0 0 0 11 16 1 0 0 0 0 11 17 2 0 0 0 0 12 19 2 0 0 0 0 12 20 1 0 0 0 0 13 15 1 0 0 0 0 13 25 1 0 0 0 0 14 1 1 6 0 0 0 14 18 1 0 0 0 0 14 25 1 0 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 18 24 1 6 0 0 0 19 23 1 0 0 0 0 20 27 1 0 0 0 0 21 24 2 3 0 0 0 21 26 1 0 0 0 0 23 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000037
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	156333
ChEBI
CAS Number

Drug Properties

Molecular Weight	387.17
ALogP	-0.1204
MLogP	3.11
XLogP	4.725
HDA	4
HBD	2
Rotatable Bonds	11
TPSA	57.09
RO5 Violation	0