NPASS drugs

Drug Information

Drug ID:	NPD3925
Drug Name:
Molecular Formula:	C20H21NO5
Canonical SMILES:	CC(CCOC(=O)c1cc(=O)c2c(o1)c1ccc(c(c1nc2O)C)C)C
Standard InCHI:	InChI=1S/C20H21NO5/c1-10(2)7-8-25-20(24)15-9-14(22)16-18(26-15)13-6-5-11(3)12(4)17(13)21-19(16)23/h5-6,9-10H,7-8H2,1-4H3,(H,21,23)
Standard InCHIKey:	NFQIAEMCQGTTIR-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3925

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	296
0.1-0.2	1416
0.2-0.3	4762
0.3-0.4	7790
0.4-0.5	6060
0.5-0.6	9310
0.6-0.7	1128
0.7-0.8	127
0.8-0.85	1
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	0.8048	NPC317572
Intermediate Similarity	0.787	NPC220337
Intermediate Similarity	0.7717	NPC232225
Intermediate Similarity	0.7673	NPC283152
Intermediate Similarity	0.7644	NPC94842
Intermediate Similarity	0.7604	NPC315545
Intermediate Similarity	0.7604	NPC314297
Intermediate Similarity	0.7589	NPC174760
Intermediate Similarity	0.7586	NPC6786
Intermediate Similarity	0.7585	NPC194040
Intermediate Similarity	0.758	NPC269367
Intermediate Similarity	0.7566	NPC205372
Intermediate Similarity	0.7558	NPC304183
Intermediate Similarity	0.7558	NPC313796
Intermediate Similarity	0.7558	NPC313345
Intermediate Similarity	0.7558	NPC315638
Intermediate Similarity	0.7558	NPC314855
Intermediate Similarity	0.7537	NPC288943
Intermediate Similarity	0.7533	NPC97746
Intermediate Similarity	0.7533	NPC473449
Intermediate Similarity	0.7512	NPC314648
Intermediate Similarity	0.7511	NPC469439
Intermediate Similarity	0.751	NPC478045
Intermediate Similarity	0.75	NPC314834
Intermediate Similarity	0.7478	NPC280799
Intermediate Similarity	0.7455	NPC169402
Intermediate Similarity	0.7444	NPC16066
Intermediate Similarity	0.7434	NPC150239
Intermediate Similarity	0.7411	NPC3207
Intermediate Similarity	0.7406	NPC56170
Intermediate Similarity	0.7401	NPC198503
Intermediate Similarity	0.7387	NPC87413
Intermediate Similarity	0.7381	NPC206186
Intermediate Similarity	0.7381	NPC66083
Intermediate Similarity	0.7366	NPC116238
Intermediate Similarity	0.7364	NPC107123
Intermediate Similarity	0.7361	NPC280714
Intermediate Similarity	0.7345	NPC131885
Intermediate Similarity	0.7345	NPC247803
Intermediate Similarity	0.7344	NPC165964
Intermediate Similarity	0.7342	NPC475844
Intermediate Similarity	0.7336	NPC314633
Intermediate Similarity	0.7328	NPC471978
Intermediate Similarity	0.7321	NPC320394
Intermediate Similarity	0.7313	NPC298436
Intermediate Similarity	0.7296	NPC289905
Intermediate Similarity	0.7296	NPC316065
Intermediate Similarity	0.7295	NPC85879
Intermediate Similarity	0.7295	NPC53255
Intermediate Similarity	0.7282	NPC84347
Intermediate Similarity	0.7281	NPC128115
Intermediate Similarity	0.728	NPC188400
Intermediate Similarity	0.7268	NPC191310
Intermediate Similarity	0.7265	NPC13603
Intermediate Similarity	0.7252	NPC39679
Intermediate Similarity	0.724	NPC471979
Intermediate Similarity	0.7222	NPC101312
Intermediate Similarity	0.721	NPC274640
Intermediate Similarity	0.7209	NPC279401
Intermediate Similarity	0.7209	NPC79293
Intermediate Similarity	0.7208	NPC160100
Intermediate Similarity	0.7208	NPC291609
Intermediate Similarity	0.7207	NPC4687
Intermediate Similarity	0.7188	NPC470020
Intermediate Similarity	0.7183	NPC44354
Intermediate Similarity	0.7178	NPC208522
Intermediate Similarity	0.7177	NPC473833
Intermediate Similarity	0.7173	NPC473187
Intermediate Similarity	0.7172	NPC67401
Intermediate Similarity	0.7167	NPC124300
Intermediate Similarity	0.7167	NPC140296
Intermediate Similarity	0.7163	NPC141915
Intermediate Similarity	0.7163	NPC280964
Intermediate Similarity	0.7163	NPC114335
Intermediate Similarity	0.7161	NPC329631
Intermediate Similarity	0.7156	NPC62069
Intermediate Similarity	0.7154	NPC326930
Intermediate Similarity	0.7154	NPC475301
Intermediate Similarity	0.715	NPC303225
Intermediate Similarity	0.7149	NPC474688
Intermediate Similarity	0.7149	NPC58209
Intermediate Similarity	0.7149	NPC474701
Intermediate Similarity	0.7149	NPC217176
Intermediate Similarity	0.7126	NPC472589
Intermediate Similarity	0.7124	NPC308137
Intermediate Similarity	0.7124	NPC116178
Intermediate Similarity	0.7124	NPC310211
Intermediate Similarity	0.7114	NPC472588
Intermediate Similarity	0.7114	NPC244543
Intermediate Similarity	0.7112	NPC51388
Intermediate Similarity	0.7111	NPC303951
Intermediate Similarity	0.7103	NPC227824
Intermediate Similarity	0.7102	NPC302807
Intermediate Similarity	0.7094	NPC74575
Intermediate Similarity	0.7093	NPC321166
Intermediate Similarity	0.7093	NPC217903
Intermediate Similarity	0.7085	NPC300156
Intermediate Similarity	0.708	NPC23294
Intermediate Similarity	0.7078	NPC310618
Intermediate Similarity	0.7069	NPC144452
Intermediate Similarity	0.7061	NPC134637
Intermediate Similarity	0.7059	NPC34770
Intermediate Similarity	0.7059	NPC155792
Intermediate Similarity	0.7054	NPC249583
Intermediate Similarity	0.7054	NPC198160
Intermediate Similarity	0.7054	NPC193238
Intermediate Similarity	0.7051	NPC230403
Intermediate Similarity	0.7051	NPC470018
Intermediate Similarity	0.7048	NPC264176
Intermediate Similarity	0.7046	NPC49547
Intermediate Similarity	0.7043	NPC184408
Intermediate Similarity	0.704	NPC89549
Intermediate Similarity	0.7031	NPC148183
Intermediate Similarity	0.7031	NPC152768
Intermediate Similarity	0.7027	NPC15987
Intermediate Similarity	0.7026	NPC253314
Intermediate Similarity	0.7025	NPC166712
Intermediate Similarity	0.7024	NPC132385
Intermediate Similarity	0.7023	NPC183805
Intermediate Similarity	0.702	NPC270515
Intermediate Similarity	0.7018	NPC151781
Intermediate Similarity	0.7018	NPC74562
Intermediate Similarity	0.7018	NPC316181
Intermediate Similarity	0.7012	NPC168922
Intermediate Similarity	0.7012	NPC253482
Intermediate Similarity	0.7012	NPC215837
Intermediate Similarity	0.7008	NPC475533
Intermediate Similarity	0.7004	NPC9894
Remote Similarity	0.6996	NPC15406
Remote Similarity	0.6992	NPC246381
Remote Similarity	0.6984	NPC328928
Remote Similarity	0.6983	NPC225279
Remote Similarity	0.6983	NPC472099
Remote Similarity	0.698	NPC324619
Remote Similarity	0.698	NPC475315
Remote Similarity	0.6979	NPC200888
Remote Similarity	0.6978	NPC321428
Remote Similarity	0.6976	NPC471015
Remote Similarity	0.6975	NPC319880
Remote Similarity	0.6975	NPC244839
Remote Similarity	0.6975	NPC320324
Remote Similarity	0.6974	NPC472098
Remote Similarity	0.697	NPC46561
Remote Similarity	0.6967	NPC180668
Remote Similarity	0.6967	NPC471013
Remote Similarity	0.6967	NPC148896
Remote Similarity	0.6967	NPC67659
Remote Similarity	0.6964	NPC164374
Remote Similarity	0.6964	NPC301292
Remote Similarity	0.6964	NPC473188
Remote Similarity	0.6964	NPC313112
Remote Similarity	0.6964	NPC137929
Remote Similarity	0.6963	NPC42591
Remote Similarity	0.696	NPC309845
Remote Similarity	0.696	NPC25961
Remote Similarity	0.6959	NPC469390
Remote Similarity	0.6955	NPC90229
Remote Similarity	0.6951	NPC288759
Remote Similarity	0.6951	NPC66815
Remote Similarity	0.6949	NPC146824
Remote Similarity	0.6947	NPC210828
Remote Similarity	0.6947	NPC86834
Remote Similarity	0.6947	NPC470931
Remote Similarity	0.6946	NPC237702
Remote Similarity	0.6943	NPC30749
Remote Similarity	0.6942	NPC471583
Remote Similarity	0.6942	NPC471782
Remote Similarity	0.6942	NPC41501
Remote Similarity	0.6936	NPC179287
Remote Similarity	0.6936	NPC21638
Remote Similarity	0.6933	NPC473689
Remote Similarity	0.6933	NPC45190
Remote Similarity	0.6933	NPC292416
Remote Similarity	0.6932	NPC129897
Remote Similarity	0.693	NPC90415
Remote Similarity	0.693	NPC61350
Remote Similarity	0.693	NPC146418
Remote Similarity	0.6929	NPC88923
Remote Similarity	0.6929	NPC470022
Remote Similarity	0.6929	NPC100734
Remote Similarity	0.6929	NPC315634
Remote Similarity	0.6926	NPC208364
Remote Similarity	0.6926	NPC475648
Remote Similarity	0.692	NPC475362
Remote Similarity	0.6917	NPC35208
Remote Similarity	0.6914	NPC119134
Remote Similarity	0.6913	NPC118228
Remote Similarity	0.6909	NPC473053
Remote Similarity	0.6905	NPC191489
Remote Similarity	0.6904	NPC233334
Remote Similarity	0.6901	NPC278540
Remote Similarity	0.69	NPC244856
Remote Similarity	0.69	NPC305542
Remote Similarity	0.6897	NPC473041
Remote Similarity	0.6895	NPC45850
Remote Similarity	0.6895	NPC183537
Remote Similarity	0.6894	NPC322482
Remote Similarity	0.6894	NPC57797
Remote Similarity	0.6894	NPC250807
Remote Similarity	0.6892	NPC258048

Drug Structure

NPD3925 OpenBabel08211704332D 27 29 0 0 0 0 0 0 0 0999 V2000 -2.5981 -5.5000 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 1.7321 -3.0000 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 0.0000 -3.0000 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 -3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 -4.5000 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 0.8660 -1.5000 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 -2.5981 0.5000 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 -0.0000 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 -1.7321 -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 -4.3301 -1.5000 0.0000 C 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 -2.5981 1.5000 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 -5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 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 0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 13 1 0 0 0 0 7 8 1 0 0 0 0 7 10 1 0 0 0 0 8 25 1 0 0 0 0 9 14 1 0 0 0 0 9 15 2 0 0 0 0 11 12 2 0 0 0 0 12 17 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 22 2 0 0 0 0 15 20 1 0 0 0 0 15 26 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 17 21 1 0 0 0 0 18 26 1 0 0 0 0 19 21 2 0 0 0 0 19 23 1 0 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 23 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004205
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	355.14
ALogP	0.5255
MLogP	3
XLogP	4.118
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	85.72
RO5 Violation	0