NPASS drugs

Drug Information

Drug ID:	NPD4667
Drug Name:
Molecular Formula:	C21H27NO5
Canonical SMILES:	Cc1ccc(cc1)c1oc(c(n1)CCCC[C@@H]1CO[C@](OC1)(C)C(=O)O)C
Standard InCHI:	InChI=1S/C21H27NO5/c1-14-8-10-17(11-9-14)19-22-18(15(2)27-19)7-5-4-6-16-12-25-21(3,20(23)24)26-13-16/h8-11,16H,4-7,12-13H2,1-3H3,(H,23,24)/t16-,21+
Standard InCHIKey:	IMYPSTHZBIWMNA-NBEIKUQISA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4667

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	248
0.1-0.2	1275
0.2-0.3	4411
0.3-0.4	8211
0.4-0.5	7519
0.5-0.6	8255
0.6-0.7	910
0.7-0.8	61
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	0.7812	NPC477587
Intermediate Similarity	0.7812	NPC477589
Intermediate Similarity	0.7743	NPC477588
Intermediate Similarity	0.7743	NPC477585
Intermediate Similarity	0.7743	NPC477586
Intermediate Similarity	0.7743	NPC477590
Intermediate Similarity	0.7717	NPC314633
Intermediate Similarity	0.7524	NPC230403
Intermediate Similarity	0.75	NPC38237
Intermediate Similarity	0.7479	NPC165964
Intermediate Similarity	0.7437	NPC286195
Intermediate Similarity	0.7409	NPC131885
Intermediate Similarity	0.7399	NPC205372
Intermediate Similarity	0.7339	NPC474428
Intermediate Similarity	0.7339	NPC316224
Intermediate Similarity	0.7319	NPC161801
Intermediate Similarity	0.7306	NPC232225
Intermediate Similarity	0.7302	NPC472286
Intermediate Similarity	0.7302	NPC472287
Intermediate Similarity	0.7277	NPC58209
Intermediate Similarity	0.7269	NPC321428
Intermediate Similarity	0.7248	NPC269367
Intermediate Similarity	0.7225	NPC140296
Intermediate Similarity	0.7209	NPC317572
Intermediate Similarity	0.7191	NPC208364
Intermediate Similarity	0.7191	NPC160100
Intermediate Similarity	0.7179	NPC475844
Intermediate Similarity	0.7154	NPC314222
Intermediate Similarity	0.7154	NPC196449
Intermediate Similarity	0.7143	NPC288987
Intermediate Similarity	0.7136	NPC320394
Intermediate Similarity	0.713	NPC312645
Intermediate Similarity	0.7117	NPC16066
Intermediate Similarity	0.7112	NPC34770
Intermediate Similarity	0.7111	NPC54066
Intermediate Similarity	0.7103	NPC220408
Intermediate Similarity	0.71	NPC196718
Intermediate Similarity	0.71	NPC470894
Intermediate Similarity	0.71	NPC102593
Intermediate Similarity	0.7098	NPC174576
Intermediate Similarity	0.7098	NPC184408
Intermediate Similarity	0.7082	NPC57453
Intermediate Similarity	0.7078	NPC470280
Intermediate Similarity	0.7076	NPC166712
Intermediate Similarity	0.7076	NPC124300
Intermediate Similarity	0.7072	NPC324361
Intermediate Similarity	0.7071	NPC173250
Intermediate Similarity	0.7067	NPC194040
Intermediate Similarity	0.7066	NPC472435
Intermediate Similarity	0.7061	NPC97746
Intermediate Similarity	0.7059	NPC146418
Intermediate Similarity	0.7048	NPC144381
Intermediate Similarity	0.7046	NPC291609
Intermediate Similarity	0.7035	NPC128115
Intermediate Similarity	0.7033	NPC209981
Intermediate Similarity	0.7022	NPC314270
Intermediate Similarity	0.702	NPC322644
Intermediate Similarity	0.7018	NPC94842
Intermediate Similarity	0.7012	NPC473800
Intermediate Similarity	0.7008	NPC258048
Intermediate Similarity	0.7	NPC101312
Remote Similarity	0.6996	NPC53255
Remote Similarity	0.6996	NPC39500
Remote Similarity	0.6996	NPC85879
Remote Similarity	0.6996	NPC326930
Remote Similarity	0.6996	NPC89508
Remote Similarity	0.6996	NPC475301
Remote Similarity	0.6991	NPC298436
Remote Similarity	0.6987	NPC310618
Remote Similarity	0.6981	NPC469961
Remote Similarity	0.698	NPC472436
Remote Similarity	0.6977	NPC472284
Remote Similarity	0.6975	NPC188400
Remote Similarity	0.697	NPC274640
Remote Similarity	0.697	NPC194740
Remote Similarity	0.6969	NPC172355
Remote Similarity	0.6967	NPC13603
Remote Similarity	0.6964	NPC477979
Remote Similarity	0.6948	NPC79293
Remote Similarity	0.6948	NPC279401
Remote Similarity	0.692	NPC74562
Remote Similarity	0.692	NPC316181
Remote Similarity	0.692	NPC168922
Remote Similarity	0.692	NPC151781
Remote Similarity	0.6917	NPC72715
Remote Similarity	0.6916	NPC313804
Remote Similarity	0.6916	NPC315804
Remote Similarity	0.691	NPC474688
Remote Similarity	0.6906	NPC187501
Remote Similarity	0.6901	NPC203373
Remote Similarity	0.69	NPC144452
Remote Similarity	0.6898	NPC120513
Remote Similarity	0.6892	NPC472752
Remote Similarity	0.6883	NPC473833
Remote Similarity	0.6875	NPC472434
Remote Similarity	0.6872	NPC309919
Remote Similarity	0.6869	NPC475190
Remote Similarity	0.6861	NPC219664
Remote Similarity	0.6858	NPC288349
Remote Similarity	0.6857	NPC478045
Remote Similarity	0.6851	NPC329631
Remote Similarity	0.6846	NPC475533
Remote Similarity	0.6845	NPC84347
Remote Similarity	0.6844	NPC236668
Remote Similarity	0.6842	NPC129897
Remote Similarity	0.6838	NPC217176
Remote Similarity	0.6835	NPC184680
Remote Similarity	0.683	NPC87413
Remote Similarity	0.6829	NPC191310
Remote Similarity	0.6827	NPC230683
Remote Similarity	0.6827	NPC328928
Remote Similarity	0.6826	NPC216612
Remote Similarity	0.682	NPC148889
Remote Similarity	0.6818	NPC324619
Remote Similarity	0.6818	NPC475315
Remote Similarity	0.6815	NPC185197
Remote Similarity	0.6814	NPC118228
Remote Similarity	0.6814	NPC146976
Remote Similarity	0.6813	NPC470042
Remote Similarity	0.6812	NPC283152
Remote Similarity	0.6812	NPC225279
Remote Similarity	0.681	NPC207851
Remote Similarity	0.6807	NPC470785
Remote Similarity	0.6802	NPC193238
Remote Similarity	0.68	NPC203168
Remote Similarity	0.6789	NPC280714
Remote Similarity	0.6787	NPC132539
Remote Similarity	0.678	NPC22481
Remote Similarity	0.6763	NPC194724
Remote Similarity	0.676	NPC471978
Remote Similarity	0.6757	NPC300156
Remote Similarity	0.6756	NPC220337
Remote Similarity	0.6753	NPC478141
Remote Similarity	0.675	NPC210296
Remote Similarity	0.675	NPC49672
Remote Similarity	0.6749	NPC1608
Remote Similarity	0.6739	NPC174760
Remote Similarity	0.6739	NPC323969
Remote Similarity	0.6728	NPC109922
Remote Similarity	0.6726	NPC474905
Remote Similarity	0.6726	NPC244741
Remote Similarity	0.6726	NPC4687
Remote Similarity	0.6724	NPC51388
Remote Similarity	0.6723	NPC278525
Remote Similarity	0.6723	NPC108342
Remote Similarity	0.6716	NPC41717
Remote Similarity	0.671	NPC280799
Remote Similarity	0.6709	NPC186351
Remote Similarity	0.67	NPC118511
Remote Similarity	0.6699	NPC472168
Remote Similarity	0.6698	NPC241025
Remote Similarity	0.6696	NPC208084
Remote Similarity	0.6695	NPC182907
Remote Similarity	0.6695	NPC474701
Remote Similarity	0.6695	NPC189903
Remote Similarity	0.6695	NPC179287
Remote Similarity	0.6694	NPC75179
Remote Similarity	0.6694	NPC318068
Remote Similarity	0.6682	NPC61435
Remote Similarity	0.6681	NPC208898
Remote Similarity	0.6681	NPC169402
Remote Similarity	0.668	NPC471979
Remote Similarity	0.668	NPC227824
Remote Similarity	0.6667	NPC476090
Remote Similarity	0.6667	NPC183537
Remote Similarity	0.6667	NPC165599
Remote Similarity	0.6667	NPC153452
Remote Similarity	0.6667	NPC67401
Remote Similarity	0.6667	NPC471004
Remote Similarity	0.6667	NPC470784
Remote Similarity	0.6667	NPC50562
Remote Similarity	0.6667	NPC474183
Remote Similarity	0.6667	NPC204385
Remote Similarity	0.6667	NPC77878
Remote Similarity	0.6653	NPC215837
Remote Similarity	0.6653	NPC282346
Remote Similarity	0.6652	NPC475271
Remote Similarity	0.6639	NPC323198
Remote Similarity	0.6639	NPC323752
Remote Similarity	0.6638	NPC67658
Remote Similarity	0.6636	NPC123395
Remote Similarity	0.6635	NPC206201
Remote Similarity	0.6635	NPC303225
Remote Similarity	0.6627	NPC472589
Remote Similarity	0.6624	NPC233727
Remote Similarity	0.6624	NPC260434
Remote Similarity	0.6624	NPC473449
Remote Similarity	0.6622	NPC39679
Remote Similarity	0.6621	NPC141454
Remote Similarity	0.662	NPC295158
Remote Similarity	0.662	NPC129909
Remote Similarity	0.662	NPC42591
Remote Similarity	0.6613	NPC472588
Remote Similarity	0.6612	NPC99891
Remote Similarity	0.6611	NPC182222
Remote Similarity	0.6607	NPC45190
Remote Similarity	0.6607	NPC304183
Remote Similarity	0.6606	NPC135950
Remote Similarity	0.6598	NPC166722
Remote Similarity	0.6598	NPC124313

Drug Structure

NPD4667 OpenBabel08211705262D 28 30 0 0 1 0 0 0 0 0999 V2000 10.7569 1.0817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5575 -0.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.8660 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 3.4641 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3557 0.0636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1746 1.7862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3611 -0.0409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1801 1.6817 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 9.7624 0.9772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7734 0.7681 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 6.7788 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.1097 1.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 1.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.1340 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 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -0.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.1340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 7 18 1 0 0 0 0 8 10 1 0 0 0 0 8 14 2 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 16 1 0 0 0 0 12 25 1 0 0 0 0 13 16 1 0 0 0 0 13 26 1 0 0 0 0 15 18 2 0 0 0 0 15 27 1 0 0 0 0 16 6 1 6 0 0 0 17 19 1 0 0 0 0 18 22 1 0 0 0 0 19 22 2 0 0 0 0 19 27 1 0 0 0 0 20 21 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 21 3 1 1 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006663
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	373.19
ALogP	0.103
MLogP	3.11
XLogP	5.015
HDA	5
HBD	1
Rotatable Bonds	11
TPSA	81.79
RO5 Violation	1