NPASS drugs

Drug Information

Drug ID:	NPD5482
Drug Name:	ZK-91296
Molecular Formula:	C23H22N2O4
Canonical SMILES:	COCc1c(ncc2c1c1c(cccc1[nH]2)OCc1ccccc1)C(=O)OCC
Standard InCHI:	InChI=1S/C23H22N2O4/c1-3-28-23(26)22-16(14-27-2)20-18(12-24-22)25-17-10-7-11-19(21(17)20)29-13-15-8-5-4-6-9-15/h4-12,25H,3,13-14H2,1-2H3
Standard InCHIKey:	WFPXOWCKXUEKCA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5482

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	370
0.1-0.2	2162
0.2-0.3	9338
0.3-0.4	4111
0.4-0.5	11280
0.5-0.6	1934
0.6-0.7	1243
0.7-0.8	421
0.8-0.85	25
0.85-0.9	6
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
High Similarity	0.8884	NPC260434
High Similarity	0.8578	NPC148889
High Similarity	0.8554	NPC152620
High Similarity	0.8536	NPC53534
High Similarity	0.8533	NPC122436
High Similarity	0.85	NPC118940
Intermediate Similarity	0.8491	NPC101350
Intermediate Similarity	0.8448	NPC235685
Intermediate Similarity	0.8444	NPC60621
Intermediate Similarity	0.8423	NPC258048
Intermediate Similarity	0.8362	NPC182222
Intermediate Similarity	0.8243	NPC123839
Intermediate Similarity	0.8222	NPC152768
Intermediate Similarity	0.8222	NPC148183
Intermediate Similarity	0.8208	NPC63971
Intermediate Similarity	0.8208	NPC91868
Intermediate Similarity	0.8174	NPC165964
Intermediate Similarity	0.8153	NPC266249
Intermediate Similarity	0.8136	NPC15801
Intermediate Similarity	0.8097	NPC477979
Intermediate Similarity	0.8089	NPC26679
Intermediate Similarity	0.8083	NPC78609
Intermediate Similarity	0.8062	NPC36405
Intermediate Similarity	0.8053	NPC476287
Intermediate Similarity	0.8043	NPC310118
Intermediate Similarity	0.8043	NPC469554
Intermediate Similarity	0.8026	NPC312645
Intermediate Similarity	0.8026	NPC110151
Intermediate Similarity	0.8017	NPC21638
Intermediate Similarity	0.8	NPC123976
Intermediate Similarity	0.8	NPC167860
Intermediate Similarity	0.7964	NPC232727
Intermediate Similarity	0.7956	NPC185782
Intermediate Similarity	0.7951	NPC26543
Intermediate Similarity	0.7922	NPC323969
Intermediate Similarity	0.7919	NPC19872
Intermediate Similarity	0.7895	NPC89508
Intermediate Similarity	0.789	NPC101543
Intermediate Similarity	0.7879	NPC213530
Intermediate Similarity	0.7879	NPC193267
Intermediate Similarity	0.7857	NPC132539
Intermediate Similarity	0.7857	NPC285558
Intermediate Similarity	0.7846	NPC473800
Intermediate Similarity	0.7839	NPC194740
Intermediate Similarity	0.7821	NPC229893
Intermediate Similarity	0.7815	NPC196718
Intermediate Similarity	0.7811	NPC198503
Intermediate Similarity	0.7797	NPC174672
Intermediate Similarity	0.7792	NPC169402
Intermediate Similarity	0.7788	NPC4687
Intermediate Similarity	0.7787	NPC100734
Intermediate Similarity	0.7787	NPC315634
Intermediate Similarity	0.7787	NPC88923
Intermediate Similarity	0.7764	NPC314954
Intermediate Similarity	0.7758	NPC176538
Intermediate Similarity	0.7755	NPC178858
Intermediate Similarity	0.775	NPC39370
Intermediate Similarity	0.7749	NPC470799
Intermediate Similarity	0.7749	NPC8022
Intermediate Similarity	0.7741	NPC102593
Intermediate Similarity	0.7739	NPC234078
Intermediate Similarity	0.7739	NPC39500
Intermediate Similarity	0.7739	NPC221100
Intermediate Similarity	0.7735	NPC280799
Intermediate Similarity	0.7733	NPC476138
Intermediate Similarity	0.7733	NPC245816
Intermediate Similarity	0.7729	NPC284685
Intermediate Similarity	0.7718	NPC57453
Intermediate Similarity	0.7716	NPC305984
Intermediate Similarity	0.7706	NPC116238
Intermediate Similarity	0.7699	NPC474688
Intermediate Similarity	0.7692	NPC472099
Intermediate Similarity	0.7682	NPC473041
Intermediate Similarity	0.7667	NPC473186
Intermediate Similarity	0.7655	NPC165599
Intermediate Similarity	0.7652	NPC87413
Intermediate Similarity	0.765	NPC208084
Intermediate Similarity	0.7642	NPC174758
Intermediate Similarity	0.7639	NPC27041
Intermediate Similarity	0.7632	NPC244741
Intermediate Similarity	0.7632	NPC321428
Intermediate Similarity	0.7632	NPC249583
Intermediate Similarity	0.7628	NPC191489
Intermediate Similarity	0.7627	NPC144452
Intermediate Similarity	0.7625	NPC267853
Intermediate Similarity	0.7619	NPC310211
Intermediate Similarity	0.7619	NPC308137
Intermediate Similarity	0.7617	NPC174760
Intermediate Similarity	0.7613	NPC184680
Intermediate Similarity	0.7611	NPC57398
Intermediate Similarity	0.761	NPC472435
Intermediate Similarity	0.7609	NPC5145
Intermediate Similarity	0.7607	NPC184408
Intermediate Similarity	0.7605	NPC314222
Intermediate Similarity	0.7605	NPC196449
Intermediate Similarity	0.7598	NPC287208
Intermediate Similarity	0.7597	NPC170114
Intermediate Similarity	0.7595	NPC322482
Intermediate Similarity	0.7593	NPC207686
Intermediate Similarity	0.7593	NPC244897
Intermediate Similarity	0.7592	NPC99891
Intermediate Similarity	0.7588	NPC300156
Intermediate Similarity	0.7582	NPC470785
Intermediate Similarity	0.7581	NPC161801
Intermediate Similarity	0.7576	NPC82370
Intermediate Similarity	0.7576	NPC146418
Intermediate Similarity	0.7562	NPC473105
Intermediate Similarity	0.7554	NPC470549
Intermediate Similarity	0.7545	NPC267928
Intermediate Similarity	0.7545	NPC141454
Intermediate Similarity	0.7544	NPC470500
Intermediate Similarity	0.7543	NPC264176
Intermediate Similarity	0.7543	NPC472098
Intermediate Similarity	0.7542	NPC274640
Intermediate Similarity	0.7542	NPC150239
Intermediate Similarity	0.7542	NPC471762
Intermediate Similarity	0.7541	NPC472061
Intermediate Similarity	0.7532	NPC303658
Intermediate Similarity	0.7532	NPC96321
Intermediate Similarity	0.7532	NPC46561
Intermediate Similarity	0.7531	NPC316411
Intermediate Similarity	0.7531	NPC24370
Intermediate Similarity	0.7531	NPC319232
Intermediate Similarity	0.7522	NPC121772
Intermediate Similarity	0.7521	NPC474192
Intermediate Similarity	0.7521	NPC475720
Intermediate Similarity	0.752	NPC472436
Intermediate Similarity	0.752	NPC475844
Intermediate Similarity	0.751	NPC471303
Intermediate Similarity	0.751	NPC470784
Intermediate Similarity	0.75	NPC74360
Intermediate Similarity	0.75	NPC473187
Intermediate Similarity	0.75	NPC13880
Intermediate Similarity	0.75	NPC81939
Intermediate Similarity	0.75	NPC187501
Intermediate Similarity	0.749	NPC141053
Intermediate Similarity	0.747	NPC475666
Intermediate Similarity	0.746	NPC316224
Intermediate Similarity	0.7458	NPC264285
Intermediate Similarity	0.7458	NPC247803
Intermediate Similarity	0.7458	NPC470018
Intermediate Similarity	0.7451	NPC216369
Intermediate Similarity	0.7451	NPC74619
Intermediate Similarity	0.7449	NPC119134
Intermediate Similarity	0.7447	NPC274982
Intermediate Similarity	0.7446	NPC39679
Intermediate Similarity	0.7446	NPC82548
Intermediate Similarity	0.7443	NPC284678
Intermediate Similarity	0.7441	NPC318068
Intermediate Similarity	0.7438	NPC24019
Intermediate Similarity	0.7436	NPC472291
Intermediate Similarity	0.7435	NPC45190
Intermediate Similarity	0.7435	NPC238457
Intermediate Similarity	0.7434	NPC67288
Intermediate Similarity	0.743	NPC472434
Intermediate Similarity	0.7427	NPC478078
Intermediate Similarity	0.7427	NPC192712
Intermediate Similarity	0.7426	NPC298436
Intermediate Similarity	0.7425	NPC208284
Intermediate Similarity	0.7419	NPC124300
Intermediate Similarity	0.7418	NPC323752
Intermediate Similarity	0.7417	NPC179287
Intermediate Similarity	0.7414	NPC472070
Intermediate Similarity	0.7413	NPC227824
Intermediate Similarity	0.741	NPC270515
Intermediate Similarity	0.7409	NPC475816
Intermediate Similarity	0.7407	NPC315062
Intermediate Similarity	0.7406	NPC16352
Intermediate Similarity	0.7406	NPC216612
Intermediate Similarity	0.7404	NPC146976
Intermediate Similarity	0.7403	NPC193238
Intermediate Similarity	0.7398	NPC189903
Intermediate Similarity	0.7398	NPC182907
Intermediate Similarity	0.7398	NPC6786
Intermediate Similarity	0.7397	NPC66777
Intermediate Similarity	0.7395	NPC225279
Intermediate Similarity	0.739	NPC291609
Intermediate Similarity	0.7384	NPC469594
Intermediate Similarity	0.7383	NPC129897
Intermediate Similarity	0.7377	NPC49547
Intermediate Similarity	0.7373	NPC288349
Intermediate Similarity	0.7373	NPC478083
Intermediate Similarity	0.7373	NPC322064
Intermediate Similarity	0.7373	NPC3207
Intermediate Similarity	0.7362	NPC236668
Intermediate Similarity	0.7358	NPC108342
Intermediate Similarity	0.7357	NPC72211
Intermediate Similarity	0.7355	NPC157931
Intermediate Similarity	0.7353	NPC288987
Intermediate Similarity	0.7348	NPC476098
Intermediate Similarity	0.7348	NPC223427
Intermediate Similarity	0.7347	NPC180504
Intermediate Similarity	0.7347	NPC329631
Intermediate Similarity	0.7342	NPC472285
Intermediate Similarity	0.7336	NPC132385
Intermediate Similarity	0.7336	NPC475253
Intermediate Similarity	0.7331	NPC118228
Intermediate Similarity	0.7331	NPC474412
Intermediate Similarity	0.7331	NPC310618
Intermediate Similarity	0.7325	NPC311906

Drug Structure

NPD5482 OpenBabel08211708292D 30 33 0 0 0 0 0 0 0 0999 V2000 1.4178 -2.7158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1503 0.0333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7636 -1.9895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5483 1.2441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1508 2.1371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9737 0.4533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 4.3993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1787 2.2393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0016 0.5556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6945 3.9108 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3881 3.9101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 0.9775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6319 1.5508 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5400 -0.4896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6041 1.4486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6936 -0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6941 2.9329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8470 1.4664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3879 2.9326 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6940 0.9772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5410 2.4437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8470 -0.4892 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8467 -1.4667 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 -0.8474 2.4444 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8028 -1.6701 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1942 0.2367 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1925 -2.1930 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2344 2.4438 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0185 2.9446 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 27 1 0 0 0 0 3 28 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 15 2 0 0 0 0 9 15 1 0 0 0 0 10 17 1 0 0 0 0 11 19 2 0 0 0 0 12 18 2 0 0 0 0 12 24 1 0 0 0 0 13 15 1 0 0 0 0 13 29 1 0 0 0 0 14 16 1 0 0 0 0 14 27 1 0 0 0 0 16 20 2 0 0 0 0 16 22 1 0 0 0 0 17 21 2 0 0 0 0 17 25 1 0 0 0 0 18 20 1 0 0 0 0 18 25 1 0 0 0 0 19 21 1 0 0 0 0 19 29 1 0 0 0 0 20 21 1 0 0 0 0 22 23 1 0 0 0 0 22 24 2 0 0 0 0 23 26 2 0 0 0 0 23 28 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003253
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	390.16
ALogP	-0.3415
MLogP	3.33
XLogP	4.592
HDA	5
HBD	1
Rotatable Bonds	10
TPSA	73.44
RO5 Violation	0