NPASS drugs

Drug Information

Drug ID:	NPD3949
Drug Name:
Molecular Formula:	C20H22N2O5
Canonical SMILES:	OCCOc1c(C)cc(cc1C)c1nc(=O)c2c([nH]1)cc(cc2OC)OC
Standard InCHI:	InChI=1S/C20H22N2O5/c1-11-7-13(8-12(2)18(11)27-6-5-23)19-21-15-9-14(25-3)10-16(26-4)17(15)20(24)22-19/h7-10,23H,5-6H2,1-4H3,(H,21,22,24)
Standard InCHIKey:	NETXMUIMUZJUTB-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3949

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	274
0.1-0.2	1520
0.2-0.3	6564
0.3-0.4	6236
0.4-0.5	5544
0.5-0.6	8394
0.6-0.7	2305
0.7-0.8	47
0.8-0.85	6
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	0.8308	NPC241263
Intermediate Similarity	0.8186	NPC288759
Intermediate Similarity	0.8107	NPC313112
Intermediate Similarity	0.8107	NPC301292
Intermediate Similarity	0.8057	NPC217903
Intermediate Similarity	0.8009	NPC116178
Intermediate Similarity	0.799	NPC234933
Intermediate Similarity	0.7923	NPC15987
Intermediate Similarity	0.7887	NPC321166
Intermediate Similarity	0.7871	NPC1820
Intermediate Similarity	0.7857	NPC198160
Intermediate Similarity	0.7717	NPC329830
Intermediate Similarity	0.771	NPC218303
Intermediate Similarity	0.7685	NPC176113
Intermediate Similarity	0.7659	NPC206109
Intermediate Similarity	0.7659	NPC114039
Intermediate Similarity	0.7581	NPC474366
Intermediate Similarity	0.7558	NPC30749
Intermediate Similarity	0.7523	NPC16249
Intermediate Similarity	0.7512	NPC305542
Intermediate Similarity	0.75	NPC9475
Intermediate Similarity	0.7465	NPC220241
Intermediate Similarity	0.7465	NPC295479
Intermediate Similarity	0.7442	NPC212123
Intermediate Similarity	0.7419	NPC25961
Intermediate Similarity	0.7368	NPC471825
Intermediate Similarity	0.7313	NPC13249
Intermediate Similarity	0.7265	NPC134702
Intermediate Similarity	0.7265	NPC182853
Intermediate Similarity	0.7246	NPC150308
Intermediate Similarity	0.719	NPC475411
Intermediate Similarity	0.7186	NPC299582
Intermediate Similarity	0.7171	NPC298320
Intermediate Similarity	0.7168	NPC118189
Intermediate Similarity	0.7168	NPC7560
Intermediate Similarity	0.7162	NPC268223
Intermediate Similarity	0.7137	NPC251071
Intermediate Similarity	0.713	NPC148391
Intermediate Similarity	0.713	NPC66777
Intermediate Similarity	0.7093	NPC198503
Intermediate Similarity	0.7093	NPC76478
Intermediate Similarity	0.7085	NPC114468
Intermediate Similarity	0.7056	NPC471762
Intermediate Similarity	0.7054	NPC2905
Intermediate Similarity	0.7048	NPC469439
Intermediate Similarity	0.7045	NPC257266
Intermediate Similarity	0.7043	NPC285254
Intermediate Similarity	0.7035	NPC87560
Intermediate Similarity	0.7035	NPC195120
Intermediate Similarity	0.7032	NPC87714
Intermediate Similarity	0.7025	NPC67401
Intermediate Similarity	0.7014	NPC257728
Intermediate Similarity	0.701	NPC73280
Remote Similarity	0.6982	NPC153365
Remote Similarity	0.698	NPC472589
Remote Similarity	0.6977	NPC170333
Remote Similarity	0.6971	NPC327005
Remote Similarity	0.6949	NPC473187
Remote Similarity	0.6916	NPC169402
Remote Similarity	0.69	NPC150239
Remote Similarity	0.69	NPC174760
Remote Similarity	0.69	NPC157983
Remote Similarity	0.69	NPC118154
Remote Similarity	0.6898	NPC472588
Remote Similarity	0.6891	NPC151171
Remote Similarity	0.6878	NPC133156
Remote Similarity	0.6875	NPC14390
Remote Similarity	0.6875	NPC469722
Remote Similarity	0.686	NPC168153
Remote Similarity	0.6833	NPC41216
Remote Similarity	0.683	NPC477160
Remote Similarity	0.6828	NPC116238
Remote Similarity	0.6822	NPC474059
Remote Similarity	0.6814	NPC310211
Remote Similarity	0.6814	NPC308137
Remote Similarity	0.6812	NPC247803
Remote Similarity	0.6802	NPC303374
Remote Similarity	0.6783	NPC298436
Remote Similarity	0.6781	NPC122886
Remote Similarity	0.6781	NPC97746
Remote Similarity	0.6778	NPC6786
Remote Similarity	0.6777	NPC188400
Remote Similarity	0.6774	NPC198401
Remote Similarity	0.6771	NPC477161
Remote Similarity	0.6762	NPC283810
Remote Similarity	0.6742	NPC232600
Remote Similarity	0.673	NPC28368
Remote Similarity	0.6729	NPC473815
Remote Similarity	0.6726	NPC14339
Remote Similarity	0.6712	NPC314948
Remote Similarity	0.6709	NPC473449
Remote Similarity	0.6709	NPC227033
Remote Similarity	0.6695	NPC220851
Remote Similarity	0.6694	NPC1608
Remote Similarity	0.6682	NPC100863
Remote Similarity	0.6667	NPC77777
Remote Similarity	0.6667	NPC46561
Remote Similarity	0.6667	NPC283207
Remote Similarity	0.6667	NPC185172
Remote Similarity	0.6654	NPC100734
Remote Similarity	0.6654	NPC315634
Remote Similarity	0.6654	NPC88923
Remote Similarity	0.6653	NPC157931
Remote Similarity	0.6652	NPC3207
Remote Similarity	0.664	NPC203373
Remote Similarity	0.6639	NPC217176
Remote Similarity	0.6636	NPC22476
Remote Similarity	0.6636	NPC49184
Remote Similarity	0.6636	NPC478049
Remote Similarity	0.6634	NPC204867
Remote Similarity	0.6627	NPC89549
Remote Similarity	0.6623	NPC313327
Remote Similarity	0.6621	NPC230313
Remote Similarity	0.6609	NPC189661
Remote Similarity	0.6609	NPC128115
Remote Similarity	0.6609	NPC298449
Remote Similarity	0.6608	NPC475133
Remote Similarity	0.6605	NPC262725
Remote Similarity	0.6598	NPC124300
Remote Similarity	0.6594	NPC127996
Remote Similarity	0.6593	NPC222561
Remote Similarity	0.6593	NPC249583
Remote Similarity	0.6585	NPC58209
Remote Similarity	0.6585	NPC107123
Remote Similarity	0.6583	NPC473105
Remote Similarity	0.6581	NPC128476
Remote Similarity	0.6571	NPC291609
Remote Similarity	0.6568	NPC115588
Remote Similarity	0.656	NPC92803
Remote Similarity	0.6557	NPC119134
Remote Similarity	0.6552	NPC10730
Remote Similarity	0.6552	NPC10875
Remote Similarity	0.655	NPC87413
Remote Similarity	0.655	NPC474302
Remote Similarity	0.655	NPC23294
Remote Similarity	0.6549	NPC476106
Remote Similarity	0.6546	NPC473188
Remote Similarity	0.6545	NPC243626
Remote Similarity	0.6544	NPC18890
Remote Similarity	0.654	NPC475607
Remote Similarity	0.654	NPC129578
Remote Similarity	0.6538	NPC476069
Remote Similarity	0.6535	NPC472628
Remote Similarity	0.6533	NPC473460
Remote Similarity	0.6532	NPC72211
Remote Similarity	0.6529	NPC17160
Remote Similarity	0.6529	NPC291173
Remote Similarity	0.6529	NPC313720
Remote Similarity	0.6527	NPC172355
Remote Similarity	0.6526	NPC85613
Remote Similarity	0.6522	NPC471130
Remote Similarity	0.6522	NPC119722
Remote Similarity	0.6522	NPC477826
Remote Similarity	0.6522	NPC477827
Remote Similarity	0.652	NPC10807
Remote Similarity	0.652	NPC478075
Remote Similarity	0.652	NPC4687
Remote Similarity	0.652	NPC161881
Remote Similarity	0.652	NPC285623
Remote Similarity	0.652	NPC244583
Remote Similarity	0.652	NPC56232
Remote Similarity	0.652	NPC150123
Remote Similarity	0.6518	NPC214368
Remote Similarity	0.6518	NPC310618
Remote Similarity	0.6517	NPC472627
Remote Similarity	0.6516	NPC303214
Remote Similarity	0.651	NPC209981
Remote Similarity	0.6509	NPC474081
Remote Similarity	0.6509	NPC127082
Remote Similarity	0.6507	NPC303951
Remote Similarity	0.6507	NPC197125
Remote Similarity	0.6505	NPC88970
Remote Similarity	0.6504	NPC475147
Remote Similarity	0.65	NPC224714
Remote Similarity	0.6498	NPC19175
Remote Similarity	0.6497	NPC471697
Remote Similarity	0.6496	NPC191489
Remote Similarity	0.6495	NPC472163
Remote Similarity	0.6493	NPC475594
Remote Similarity	0.6491	NPC90185
Remote Similarity	0.6489	NPC291535
Remote Similarity	0.6489	NPC475112
Remote Similarity	0.6489	NPC475085
Remote Similarity	0.6488	NPC223701
Remote Similarity	0.6488	NPC7989
Remote Similarity	0.6488	NPC472583
Remote Similarity	0.6488	NPC469405
Remote Similarity	0.6485	NPC10097
Remote Similarity	0.6485	NPC194740
Remote Similarity	0.6481	NPC126556
Remote Similarity	0.6481	NPC195636
Remote Similarity	0.6481	NPC477828
Remote Similarity	0.648	NPC302807
Remote Similarity	0.6479	NPC126515
Remote Similarity	0.6479	NPC472331
Remote Similarity	0.6479	NPC274002
Remote Similarity	0.6473	NPC476661
Remote Similarity	0.6471	NPC471675
Remote Similarity	0.6471	NPC254412
Remote Similarity	0.6471	NPC262039

Drug Structure

NPD3949 OpenBabel08211704332D 29 31 0 0 0 0 0 0 0 0999 V2000 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 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 -0.8660 2.5000 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 3.4641 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 3.0000 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 1.7321 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 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 -0.5000 0.0000 C 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 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 5.5000 0.0000 O 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 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 12 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 6 1 0 0 0 0 5 23 1 0 0 0 0 6 27 1 0 0 0 0 7 11 1 0 0 0 0 7 13 2 0 0 0 0 8 12 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 9 15 1 0 0 0 0 10 14 1 0 0 0 0 10 16 2 0 0 0 0 11 18 2 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 14 25 1 0 0 0 0 15 17 2 0 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 16 26 1 0 0 0 0 17 20 1 0 0 0 0 18 27 1 0 0 0 0 19 21 1 0 0 0 0 19 22 2 0 0 0 0 20 22 1 0 0 0 0 20 24 2 0 0 0 0 21 28 1 0 0 0 0 23 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001716
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24871506
ChEBI
CAS Number

Drug Properties

Molecular Weight	370.15
ALogP	-0.6571
MLogP	2.89
XLogP	2.235
HDA	4
HBD	2
Rotatable Bonds	11
TPSA	89.38
RO5 Violation	0