NPASS drugs

Drug Information

Drug ID:	NPD2921
Drug Name:
Molecular Formula:	C18H20N2O3
Canonical SMILES:	CCOC(=O)c1ncc2c(c1C)c1c(cccc1[nH]2)OC(C)C
Standard InCHI:	InChI=1S/C18H20N2O3/c1-5-22-18(21)17-11(4)15-13(9-19-17)20-12-7-6-8-14(16(12)15)23-10(2)3/h6-10,20H,5H2,1-4H3
Standard InCHIKey:	VMDUABMKBUKKPG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2921

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	355
0.1-0.2	2376
0.2-0.3	9804
0.3-0.4	4426
0.4-0.5	10400
0.5-0.6	1776
0.6-0.7	1252
0.7-0.8	461
0.8-0.85	32
0.85-0.9	7
0.9-0.95	1
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
High Similarity	0.9213	NPC260434
High Similarity	0.8848	NPC122436
High Similarity	0.8821	NPC118940
High Similarity	0.8756	NPC60621
High Similarity	0.8553	NPC148889
High Similarity	0.8551	NPC123839
High Similarity	0.8546	NPC101350
High Similarity	0.8502	NPC235685
Intermediate Similarity	0.8475	NPC258048
Intermediate Similarity	0.8458	NPC266249
Intermediate Similarity	0.8414	NPC182222
Intermediate Similarity	0.8394	NPC477979
Intermediate Similarity	0.8375	NPC152620
Intermediate Similarity	0.8356	NPC148183
Intermediate Similarity	0.8356	NPC152768
Intermediate Similarity	0.8354	NPC53534
Intermediate Similarity	0.8349	NPC476287
Intermediate Similarity	0.8318	NPC312645
Intermediate Similarity	0.8263	NPC232727
Intermediate Similarity	0.8255	NPC63971
Intermediate Similarity	0.8255	NPC91868
Intermediate Similarity	0.8216	NPC19872
Intermediate Similarity	0.8182	NPC89508
Intermediate Similarity	0.8182	NPC15801
Intermediate Similarity	0.8148	NPC132539
Intermediate Similarity	0.8143	NPC165964
Intermediate Similarity	0.8136	NPC26679
Intermediate Similarity	0.8108	NPC36405
Intermediate Similarity	0.8089	NPC310118
Intermediate Similarity	0.8087	NPC196718
Intermediate Similarity	0.8047	NPC176538
Intermediate Similarity	0.8045	NPC167860
Intermediate Similarity	0.8045	NPC123976
Intermediate Similarity	0.8035	NPC194740
Intermediate Similarity	0.8018	NPC245816
Intermediate Similarity	0.8018	NPC476138
Intermediate Similarity	0.8018	NPC165599
Intermediate Similarity	0.8009	NPC102593
Intermediate Similarity	0.8	NPC185782
Intermediate Similarity	0.8	NPC174672
Intermediate Similarity	0.7991	NPC4687
Intermediate Similarity	0.7991	NPC110151
Intermediate Similarity	0.7982	NPC21638
Intermediate Similarity	0.7965	NPC323969
Intermediate Similarity	0.7931	NPC469554
Intermediate Similarity	0.793	NPC198503
Intermediate Similarity	0.792	NPC213530
Intermediate Similarity	0.792	NPC193267
Intermediate Similarity	0.7911	NPC169402
Intermediate Similarity	0.7911	NPC305984
Intermediate Similarity	0.7909	NPC244741
Intermediate Similarity	0.7909	NPC321428
Intermediate Similarity	0.7902	NPC116238
Intermediate Similarity	0.79	NPC285558
Intermediate Similarity	0.789	NPC57398
Intermediate Similarity	0.7885	NPC472099
Intermediate Similarity	0.786	NPC229893
Intermediate Similarity	0.7851	NPC280799
Intermediate Similarity	0.7848	NPC87413
Intermediate Similarity	0.7838	NPC174758
Intermediate Similarity	0.7828	NPC249583
Intermediate Similarity	0.7824	NPC141454
Intermediate Similarity	0.7824	NPC78609
Intermediate Similarity	0.7824	NPC267928
Intermediate Similarity	0.7812	NPC308137
Intermediate Similarity	0.7812	NPC310211
Intermediate Similarity	0.7802	NPC314954
Intermediate Similarity	0.7798	NPC121772
Intermediate Similarity	0.7797	NPC184680
Intermediate Similarity	0.7797	NPC473041
Intermediate Similarity	0.7797	NPC303658
Intermediate Similarity	0.7793	NPC287208
Intermediate Similarity	0.7788	NPC470799
Intermediate Similarity	0.7788	NPC8022
Intermediate Similarity	0.7783	NPC300156
Intermediate Similarity	0.7778	NPC13880
Intermediate Similarity	0.7778	NPC234078
Intermediate Similarity	0.7778	NPC221100
Intermediate Similarity	0.7778	NPC39500
Intermediate Similarity	0.7764	NPC470785
Intermediate Similarity	0.7763	NPC208084
Intermediate Similarity	0.7737	NPC473800
Intermediate Similarity	0.7735	NPC474688
Intermediate Similarity	0.7733	NPC264176
Intermediate Similarity	0.7729	NPC174760
Intermediate Similarity	0.7729	NPC150239
Intermediate Similarity	0.7725	NPC284678
Intermediate Similarity	0.7723	NPC5145
Intermediate Similarity	0.7722	NPC472061
Intermediate Similarity	0.7719	NPC46561
Intermediate Similarity	0.7718	NPC178858
Intermediate Similarity	0.7716	NPC319232
Intermediate Similarity	0.7716	NPC24370
Intermediate Similarity	0.7712	NPC39370
Intermediate Similarity	0.7709	NPC170114
Intermediate Similarity	0.7702	NPC101543
Intermediate Similarity	0.7702	NPC473186
Intermediate Similarity	0.7695	NPC26543
Intermediate Similarity	0.7689	NPC470784
Intermediate Similarity	0.7675	NPC27041
Intermediate Similarity	0.7665	NPC470549
Intermediate Similarity	0.7662	NPC144452
Intermediate Similarity	0.766	NPC267853
Intermediate Similarity	0.7655	NPC472098
Intermediate Similarity	0.765	NPC471762
Intermediate Similarity	0.7642	NPC96321
Intermediate Similarity	0.7642	NPC184408
Intermediate Similarity	0.7642	NPC247803
Intermediate Similarity	0.7634	NPC82548
Intermediate Similarity	0.7634	NPC39679
Intermediate Similarity	0.7632	NPC274982
Intermediate Similarity	0.7629	NPC322482
Intermediate Similarity	0.7627	NPC244897
Intermediate Similarity	0.7627	NPC207686
Intermediate Similarity	0.7623	NPC45190
Intermediate Similarity	0.7613	NPC476098
Intermediate Similarity	0.7611	NPC82370
Intermediate Similarity	0.7611	NPC146418
Intermediate Similarity	0.7611	NPC187501
Intermediate Similarity	0.7607	NPC478078
Intermediate Similarity	0.7605	NPC57453
Intermediate Similarity	0.7598	NPC472285
Intermediate Similarity	0.7595	NPC323752
Intermediate Similarity	0.7591	NPC123395
Intermediate Similarity	0.7565	NPC264285
Intermediate Similarity	0.7563	NPC316411
Intermediate Similarity	0.7562	NPC316224
Intermediate Similarity	0.7557	NPC315957
Intermediate Similarity	0.7555	NPC3207
Intermediate Similarity	0.755	NPC74619
Intermediate Similarity	0.7546	NPC76748
Intermediate Similarity	0.7545	NPC67288
Intermediate Similarity	0.7544	NPC469592
Intermediate Similarity	0.7544	NPC471080
Intermediate Similarity	0.754	NPC315634
Intermediate Similarity	0.754	NPC100734
Intermediate Similarity	0.754	NPC88923
Intermediate Similarity	0.7532	NPC192712
Intermediate Similarity	0.7532	NPC288987
Intermediate Similarity	0.7532	NPC74360
Intermediate Similarity	0.7532	NPC168209
Intermediate Similarity	0.7531	NPC477549
Intermediate Similarity	0.7523	NPC307963
Intermediate Similarity	0.7522	NPC472070
Intermediate Similarity	0.7521	NPC295452
Intermediate Similarity	0.7521	NPC473105
Intermediate Similarity	0.7521	NPC171393
Intermediate Similarity	0.7521	NPC179287
Intermediate Similarity	0.7512	NPC92111
Intermediate Similarity	0.7512	NPC138370
Intermediate Similarity	0.7511	NPC216612
Intermediate Similarity	0.7511	NPC270918
Intermediate Similarity	0.7511	NPC315062
Intermediate Similarity	0.75	NPC66777
Intermediate Similarity	0.75	NPC296527
Intermediate Similarity	0.75	NPC472435
Intermediate Similarity	0.75	NPC6786
Intermediate Similarity	0.75	NPC274640
Intermediate Similarity	0.75	NPC225279
Intermediate Similarity	0.75	NPC470500
Intermediate Similarity	0.749	NPC97902
Intermediate Similarity	0.7489	NPC11464
Intermediate Similarity	0.7489	NPC470018
Intermediate Similarity	0.7488	NPC62749
Intermediate Similarity	0.748	NPC284685
Intermediate Similarity	0.7479	NPC99891
Intermediate Similarity	0.7479	NPC475844
Intermediate Similarity	0.7477	NPC213308
Intermediate Similarity	0.7477	NPC315491
Intermediate Similarity	0.7477	NPC45459
Intermediate Similarity	0.7467	NPC238457
Intermediate Similarity	0.7466	NPC72211
Intermediate Similarity	0.7466	NPC306376
Intermediate Similarity	0.7459	NPC81939
Intermediate Similarity	0.7458	NPC157931
Intermediate Similarity	0.7457	NPC292958
Intermediate Similarity	0.7456	NPC208284
Intermediate Similarity	0.7455	NPC251090
Intermediate Similarity	0.7448	NPC141053
Intermediate Similarity	0.7443	NPC198673
Intermediate Similarity	0.7436	NPC175150
Intermediate Similarity	0.7436	NPC243633
Intermediate Similarity	0.7436	NPC16352
Intermediate Similarity	0.7434	NPC193238
Intermediate Similarity	0.7434	NPC183777
Intermediate Similarity	0.7433	NPC196449
Intermediate Similarity	0.7433	NPC314222
Intermediate Similarity	0.7429	NPC475666
Intermediate Similarity	0.7427	NPC240384
Intermediate Similarity	0.7426	NPC311906
Intermediate Similarity	0.7424	NPC318299
Intermediate Similarity	0.7418	NPC469896
Intermediate Similarity	0.7414	NPC469594
Intermediate Similarity	0.7412	NPC471304
Intermediate Similarity	0.741	NPC472436
Intermediate Similarity	0.7406	NPC474192
Intermediate Similarity	0.7406	NPC49547
Intermediate Similarity	0.7406	NPC475720
Intermediate Similarity	0.7403	NPC322064
Intermediate Similarity	0.7398	NPC161801

Drug Structure

NPD2921 OpenBabel08211702562D 24 26 0 0 0 0 0 0 0 0999 V2000 -3.0358 0.1302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0247 4.0936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6660 3.1069 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8401 2.4719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0874 0.3316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0390 -0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1993 -0.4856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0392 0.9691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8395 -0.4850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6302 3.2080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8399 1.4547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3593 -0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6797 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1997 1.4541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6799 0.9698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3595 0.9694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8393 1.4550 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 2.5197 -0.4853 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5396 2.3770 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7877 1.2536 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1999 2.4236 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5195 -1.4853 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 10 1 0 0 0 0 3 10 1 0 0 0 0 4 11 1 0 0 0 0 5 22 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 12 1 0 0 0 0 8 14 2 0 0 0 0 9 13 2 0 0 0 0 9 19 1 0 0 0 0 10 23 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 16 2 0 0 0 0 12 20 1 0 0 0 0 13 15 1 0 0 0 0 13 20 1 0 0 0 0 14 16 1 0 0 0 0 14 23 1 0 0 0 0 15 16 1 0 0 0 0 17 18 1 0 0 0 0 17 19 2 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007303
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	115210
ChEBI
CAS Number

Drug Properties

Molecular Weight	312.15
ALogP	0.3813
MLogP	2.89
XLogP	3.18
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	64.21
RO5 Violation	0