NPASS drugs

Drug Information

Drug ID:	NPD5866
Drug Name:
Molecular Formula:	C24H24N2O5
Canonical SMILES:	COc1ccccc1OC(=O)CN=C(Cc1ccc(n1C)C(=O)c1ccc(cc1)C)O
Standard InCHI:	InChI=1S/C24H24N2O5/c1-16-8-10-17(11-9-16)24(29)19-13-12-18(26(19)2)14-22(27)25-15-23(28)31-21-7-5-4-6-20(21)30-3/h4-13H,14-15H2,1-3H3,(H,25,27)
Standard InCHIKey:	CWJNMKKMGIAGDK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5866

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	265
0.1-0.2	1392
0.2-0.3	6336
0.3-0.4	6048
0.4-0.5	6981
0.5-0.6	8304
0.6-0.7	1416
0.7-0.8	145
0.8-0.85	3
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	0.8066	NPC54066
Intermediate Similarity	0.8049	NPC472287
Intermediate Similarity	0.8049	NPC472286
Intermediate Similarity	0.7783	NPC236668
Intermediate Similarity	0.7746	NPC146976
Intermediate Similarity	0.7707	NPC472284
Intermediate Similarity	0.7692	NPC129897
Intermediate Similarity	0.7607	NPC318068
Intermediate Similarity	0.7606	NPC146418
Intermediate Similarity	0.7512	NPC241025
Intermediate Similarity	0.75	NPC321428
Intermediate Similarity	0.7489	NPC194740
Intermediate Similarity	0.7489	NPC477589
Intermediate Similarity	0.7489	NPC477587
Intermediate Similarity	0.7442	NPC87413
Intermediate Similarity	0.7434	NPC22481
Intermediate Similarity	0.7426	NPC295158
Intermediate Similarity	0.7424	NPC477590
Intermediate Similarity	0.7424	NPC477586
Intermediate Similarity	0.7424	NPC477585
Intermediate Similarity	0.7424	NPC477588
Intermediate Similarity	0.7421	NPC210434
Intermediate Similarity	0.7391	NPC210296
Intermediate Similarity	0.7378	NPC278525
Intermediate Similarity	0.7378	NPC24019
Intermediate Similarity	0.7368	NPC108342
Intermediate Similarity	0.7352	NPC246658
Intermediate Similarity	0.7343	NPC230403
Intermediate Similarity	0.7336	NPC4687
Intermediate Similarity	0.7336	NPC189903
Intermediate Similarity	0.7336	NPC182907
Intermediate Similarity	0.733	NPC472099
Intermediate Similarity	0.733	NPC323969
Intermediate Similarity	0.7328	NPC316224
Intermediate Similarity	0.7327	NPC472098
Intermediate Similarity	0.7319	NPC165964
Intermediate Similarity	0.7318	NPC184408
Intermediate Similarity	0.7294	NPC232225
Intermediate Similarity	0.729	NPC300156
Intermediate Similarity	0.7277	NPC317572
Intermediate Similarity	0.7261	NPC15801
Intermediate Similarity	0.726	NPC50562
Intermediate Similarity	0.7256	NPC193238
Intermediate Similarity	0.7252	NPC174760
Intermediate Similarity	0.7249	NPC253675
Intermediate Similarity	0.7248	NPC264176
Intermediate Similarity	0.7241	NPC119134
Intermediate Similarity	0.7238	NPC473814
Intermediate Similarity	0.7238	NPC78767
Intermediate Similarity	0.7234	NPC161801
Intermediate Similarity	0.7229	NPC166722
Intermediate Similarity	0.7227	NPC148183
Intermediate Similarity	0.7227	NPC67658
Intermediate Similarity	0.7227	NPC152768
Intermediate Similarity	0.7225	NPC93390
Intermediate Similarity	0.7222	NPC39679
Intermediate Similarity	0.722	NPC121069
Intermediate Similarity	0.722	NPC280799
Intermediate Similarity	0.7215	NPC183537
Intermediate Similarity	0.7215	NPC39500
Intermediate Similarity	0.7207	NPC168209
Intermediate Similarity	0.7205	NPC329631
Intermediate Similarity	0.7204	NPC127085
Intermediate Similarity	0.7202	NPC220337
Intermediate Similarity	0.7198	NPC41501
Intermediate Similarity	0.7197	NPC85879
Intermediate Similarity	0.7197	NPC53255
Intermediate Similarity	0.7195	NPC169402
Intermediate Similarity	0.7195	NPC312645
Intermediate Similarity	0.7188	NPC216612
Intermediate Similarity	0.7182	NPC477979
Intermediate Similarity	0.7181	NPC246381
Intermediate Similarity	0.7181	NPC274640
Intermediate Similarity	0.7179	NPC15406
Intermediate Similarity	0.7175	NPC128115
Intermediate Similarity	0.7174	NPC90875
Intermediate Similarity	0.7174	NPC208898
Intermediate Similarity	0.7172	NPC470894
Intermediate Similarity	0.717	NPC123395
Intermediate Similarity	0.7167	NPC13603
Intermediate Similarity	0.7167	NPC475844
Intermediate Similarity	0.7163	NPC210256
Intermediate Similarity	0.7162	NPC473186
Intermediate Similarity	0.7162	NPC233334
Intermediate Similarity	0.7162	NPC196718
Intermediate Similarity	0.7156	NPC314633
Intermediate Similarity	0.7149	NPC124313
Intermediate Similarity	0.7143	NPC77878
Intermediate Similarity	0.7137	NPC84164
Intermediate Similarity	0.7137	NPC258048
Intermediate Similarity	0.7137	NPC207283
Intermediate Similarity	0.7136	NPC204385
Intermediate Similarity	0.7136	NPC194040
Intermediate Similarity	0.7125	NPC326930
Intermediate Similarity	0.7125	NPC475301
Intermediate Similarity	0.7119	NPC107123
Intermediate Similarity	0.7118	NPC260434
Intermediate Similarity	0.7114	NPC312872
Intermediate Similarity	0.7111	NPC243633
Intermediate Similarity	0.7111	NPC175150
Intermediate Similarity	0.7111	NPC144452
Intermediate Similarity	0.7104	NPC116238
Intermediate Similarity	0.71	NPC39370
Intermediate Similarity	0.7098	NPC150239
Intermediate Similarity	0.7097	NPC249583
Intermediate Similarity	0.709	NPC328928
Intermediate Similarity	0.7087	NPC102593
Intermediate Similarity	0.7085	NPC303658
Intermediate Similarity	0.708	NPC322482
Intermediate Similarity	0.708	NPC94842
Intermediate Similarity	0.7078	NPC124086
Intermediate Similarity	0.7078	NPC269367
Intermediate Similarity	0.7078	NPC470020
Intermediate Similarity	0.707	NPC295898
Intermediate Similarity	0.707	NPC57398
Intermediate Similarity	0.7067	NPC198503
Intermediate Similarity	0.7059	NPC89508
Intermediate Similarity	0.7056	NPC172222
Intermediate Similarity	0.7056	NPC477019
Intermediate Similarity	0.7054	NPC315804
Intermediate Similarity	0.7054	NPC313804
Intermediate Similarity	0.7051	NPC45190
Intermediate Similarity	0.7048	NPC195268
Intermediate Similarity	0.7048	NPC133140
Intermediate Similarity	0.7045	NPC187501
Intermediate Similarity	0.7043	NPC476999
Intermediate Similarity	0.7039	NPC320394
Intermediate Similarity	0.7039	NPC476995
Intermediate Similarity	0.7039	NPC207851
Intermediate Similarity	0.7034	NPC188400
Intermediate Similarity	0.7027	NPC118228
Intermediate Similarity	0.7024	NPC206201
Intermediate Similarity	0.7023	NPC471944
Intermediate Similarity	0.7021	NPC49672
Intermediate Similarity	0.7021	NPC148889
Intermediate Similarity	0.7019	NPC206186
Intermediate Similarity	0.7018	NPC470018
Intermediate Similarity	0.7018	NPC53344
Intermediate Similarity	0.7013	NPC471004
Intermediate Similarity	0.7009	NPC247803
Intermediate Similarity	0.7009	NPC96321
Intermediate Similarity	0.7009	NPC174576
Intermediate Similarity	0.7009	NPC473041
Intermediate Similarity	0.7008	NPC191489
Intermediate Similarity	0.7008	NPC473833
Intermediate Similarity	0.7004	NPC470042
Intermediate Similarity	0.7004	NPC122436
Intermediate Similarity	0.7	NPC290689
Remote Similarity	0.6996	NPC322064
Remote Similarity	0.6996	NPC36405
Remote Similarity	0.6996	NPC3207
Remote Similarity	0.6995	NPC74153
Remote Similarity	0.6991	NPC60621
Remote Similarity	0.699	NPC159125
Remote Similarity	0.6987	NPC186351
Remote Similarity	0.6987	NPC270515
Remote Similarity	0.6987	NPC478078
Remote Similarity	0.6983	NPC478045
Remote Similarity	0.6983	NPC472435
Remote Similarity	0.6982	NPC74562
Remote Similarity	0.6982	NPC316181
Remote Similarity	0.6982	NPC151781
Remote Similarity	0.6982	NPC266931
Remote Similarity	0.6981	NPC135950
Remote Similarity	0.6975	NPC475533
Remote Similarity	0.6974	NPC21638
Remote Similarity	0.697	NPC217176
Remote Similarity	0.697	NPC474688
Remote Similarity	0.697	NPC177404
Remote Similarity	0.6966	NPC184680
Remote Similarity	0.6964	NPC100734
Remote Similarity	0.6964	NPC315634
Remote Similarity	0.6964	NPC88923
Remote Similarity	0.6959	NPC475774
Remote Similarity	0.6955	NPC325297
Remote Similarity	0.6955	NPC478083
Remote Similarity	0.6955	NPC61038
Remote Similarity	0.6953	NPC182222
Remote Similarity	0.6952	NPC144381
Remote Similarity	0.6951	NPC16066
Remote Similarity	0.6951	NPC239763
Remote Similarity	0.6951	NPC190401
Remote Similarity	0.6951	NPC471978
Remote Similarity	0.695	NPC41717
Remote Similarity	0.6947	NPC225279
Remote Similarity	0.6947	NPC14686
Remote Similarity	0.6946	NPC475315
Remote Similarity	0.6946	NPC324619
Remote Similarity	0.6941	NPC313189
Remote Similarity	0.694	NPC474192
Remote Similarity	0.694	NPC475720
Remote Similarity	0.6937	NPC118940
Remote Similarity	0.6937	NPC296482
Remote Similarity	0.6937	NPC53069
Remote Similarity	0.6937	NPC474428
Remote Similarity	0.6937	NPC202768
Remote Similarity	0.6937	NPC308137
Remote Similarity	0.6937	NPC202605
Remote Similarity	0.6937	NPC310211
Remote Similarity	0.6937	NPC112206

Drug Structure

NPD5866 OpenBabel08211708292D 32 34 0 0 0 0 0 0 0 0999 V2000 7.8280 -3.4002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8406 -0.2851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2257 -2.6361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9890 -0.2091 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 -1.4013 -1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9620 -1.9002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6941 -1.9002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9620 -0.9002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6941 -0.9002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8793 2.3022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8575 2.0943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3848 1.3317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3958 1.1226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8280 -2.4002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8280 -0.4002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3793 1.4362 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9620 1.0998 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9781 0.4181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8280 0.5998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9836 0.3136 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0485 0.6930 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5659 -0.3909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8135 1.8271 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6941 1.0998 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1810 -1.7226 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1591 -1.3044 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 26 1 0 0 0 0 3 30 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 20 2 0 0 0 0 7 21 2 0 0 0 0 8 10 1 0 0 0 0 8 16 2 0 0 0 0 9 11 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 13 1 0 0 0 0 12 18 2 0 0 0 0 13 19 2 0 0 0 0 14 18 1 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 15 25 1 0 0 0 0 17 24 1 0 0 0 0 18 26 1 0 0 0 0 19 24 1 0 0 0 0 19 26 1 0 0 0 0 20 21 1 0 0 0 0 20 30 1 0 0 0 0 21 31 1 0 0 0 0 22 25 2 3 0 0 0 22 27 1 0 0 0 0 23 28 2 0 0 0 0 23 31 1 0 0 0 0 24 29 2 0 0 0 0 27 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002824
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	420.17
ALogP	0.1022
MLogP	3.33
XLogP	5.087
HDA	5
HBD	1
Rotatable Bonds	13
TPSA	90.12
RO5 Violation	1