NPASS drugs

Drug Information

Drug ID:	NPD4354
Drug Name:	Amsacrine
Molecular Formula:	C21H19N3O3S
Canonical SMILES:	COc1cc(ccc1N=c1c2ccccc2[nH]c2c1cccc2)NS(=O)(=O)C
Standard InCHI:	InChI=1S/C21H19N3O3S/c1-27-20-13-14(24-28(2,25)26)11-12-19(20)23-21-15-7-3-5-9-17(15)22-18-10-6-4-8-16(18)21/h3-13,24H,1-2H3,(H,22,23)
Standard InCHIKey:	XCPGHVQEEXUHNC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4354

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	343
0.1-0.2	2541
0.2-0.3	10156
0.3-0.4	3568
0.4-0.5	10866
0.5-0.6	2823
0.6-0.7	567
0.7-0.8	25
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	1.0	NPC473432
Intermediate Similarity	0.7558	NPC26850
Intermediate Similarity	0.7384	NPC26872
Intermediate Similarity	0.7191	NPC118511
Intermediate Similarity	0.7189	NPC118776
Intermediate Similarity	0.7179	NPC470586
Intermediate Similarity	0.7157	NPC285558
Intermediate Similarity	0.7143	NPC242928
Intermediate Similarity	0.7128	NPC329747
Intermediate Similarity	0.7122	NPC473179
Intermediate Similarity	0.7113	NPC72211
Intermediate Similarity	0.7112	NPC84478
Intermediate Similarity	0.7104	NPC312872
Intermediate Similarity	0.7097	NPC474798
Intermediate Similarity	0.7074	NPC42591
Intermediate Similarity	0.7072	NPC1527
Intermediate Similarity	0.7071	NPC470930
Intermediate Similarity	0.7065	NPC199667
Intermediate Similarity	0.7062	NPC70956
Intermediate Similarity	0.7062	NPC243834
Intermediate Similarity	0.7049	NPC73280
Intermediate Similarity	0.7039	NPC177404
Intermediate Similarity	0.7027	NPC283152
Intermediate Similarity	0.7015	NPC473181
Intermediate Similarity	0.701	NPC70259
Intermediate Similarity	0.7005	NPC267423
Remote Similarity	0.6995	NPC473180
Remote Similarity	0.6995	NPC94157
Remote Similarity	0.6963	NPC110741
Remote Similarity	0.6959	NPC131017
Remote Similarity	0.6959	NPC205934
Remote Similarity	0.6959	NPC43787
Remote Similarity	0.6947	NPC204385
Remote Similarity	0.6935	NPC162484
Remote Similarity	0.6931	NPC62069
Remote Similarity	0.6904	NPC128823
Remote Similarity	0.6897	NPC167860
Remote Similarity	0.6897	NPC123976
Remote Similarity	0.6887	NPC473185
Remote Similarity	0.6884	NPC475085
Remote Similarity	0.6884	NPC475112
Remote Similarity	0.6884	NPC291535
Remote Similarity	0.6882	NPC288943
Remote Similarity	0.6881	NPC475910
Remote Similarity	0.6862	NPC222592
Remote Similarity	0.6862	NPC168486
Remote Similarity	0.6859	NPC314573
Remote Similarity	0.685	NPC223427
Remote Similarity	0.6848	NPC477888
Remote Similarity	0.6834	NPC111492
Remote Similarity	0.6834	NPC232727
Remote Similarity	0.6834	NPC476044
Remote Similarity	0.6821	NPC475190
Remote Similarity	0.6809	NPC472168
Remote Similarity	0.68	NPC66815
Remote Similarity	0.6796	NPC285635
Remote Similarity	0.6796	NPC469592
Remote Similarity	0.6796	NPC162530
Remote Similarity	0.6796	NPC471080
Remote Similarity	0.6791	NPC475253
Remote Similarity	0.6789	NPC176127
Remote Similarity	0.6784	NPC11017
Remote Similarity	0.6784	NPC315957
Remote Similarity	0.6784	NPC19872
Remote Similarity	0.6782	NPC476106
Remote Similarity	0.6772	NPC70092
Remote Similarity	0.6769	NPC280964
Remote Similarity	0.6769	NPC114335
Remote Similarity	0.6769	NPC141915
Remote Similarity	0.6766	NPC476138
Remote Similarity	0.6766	NPC245816
Remote Similarity	0.6765	NPC209769
Remote Similarity	0.6765	NPC201697
Remote Similarity	0.6762	NPC132642
Remote Similarity	0.6749	NPC193777
Remote Similarity	0.6748	NPC26679
Remote Similarity	0.6737	NPC206201
Remote Similarity	0.6736	NPC66083
Remote Similarity	0.6728	NPC473182
Remote Similarity	0.6716	NPC199277
Remote Similarity	0.6716	NPC135887
Remote Similarity	0.6716	NPC470931
Remote Similarity	0.6714	NPC193267
Remote Similarity	0.6714	NPC213530
Remote Similarity	0.67	NPC329793
Remote Similarity	0.6685	NPC299582
Remote Similarity	0.6683	NPC185782
Remote Similarity	0.6682	NPC469554
Remote Similarity	0.6682	NPC101543
Remote Similarity	0.6667	NPC285941
Remote Similarity	0.6667	NPC13880
Remote Similarity	0.6667	NPC469594
Remote Similarity	0.6667	NPC473041
Remote Similarity	0.6651	NPC477532
Remote Similarity	0.6651	NPC148183
Remote Similarity	0.6651	NPC152768
Remote Similarity	0.665	NPC241263
Remote Similarity	0.665	NPC18487
Remote Similarity	0.6636	NPC473183
Remote Similarity	0.6635	NPC208084
Remote Similarity	0.6634	NPC52801
Remote Similarity	0.6633	NPC267928
Remote Similarity	0.6631	NPC258773
Remote Similarity	0.6621	NPC473184
Remote Similarity	0.662	NPC314954
Remote Similarity	0.6619	NPC305984
Remote Similarity	0.6617	NPC121772
Remote Similarity	0.6615	NPC477186
Remote Similarity	0.6605	NPC202503
Remote Similarity	0.6604	NPC477533
Remote Similarity	0.6602	NPC469589
Remote Similarity	0.6601	NPC475774
Remote Similarity	0.6596	NPC474409
Remote Similarity	0.6587	NPC48353
Remote Similarity	0.6585	NPC4687
Remote Similarity	0.6585	NPC249583
Remote Similarity	0.6582	NPC474059
Remote Similarity	0.6571	NPC170114
Remote Similarity	0.657	NPC471304
Remote Similarity	0.6556	NPC219383
Remote Similarity	0.655	NPC314948
Remote Similarity	0.6546	NPC94943
Remote Similarity	0.6538	NPC10730
Remote Similarity	0.6538	NPC10875
Remote Similarity	0.6538	NPC187501
Remote Similarity	0.6538	NPC208284
Remote Similarity	0.6538	NPC315257
Remote Similarity	0.6537	NPC304183
Remote Similarity	0.6535	NPC176538
Remote Similarity	0.6533	NPC230313
Remote Similarity	0.653	NPC49547
Remote Similarity	0.6528	NPC470018
Remote Similarity	0.6524	NPC470549
Remote Similarity	0.6515	NPC195268
Remote Similarity	0.6515	NPC133140
Remote Similarity	0.651	NPC478032
Remote Similarity	0.6507	NPC264176
Remote Similarity	0.6505	NPC24954
Remote Similarity	0.6498	NPC74575
Remote Similarity	0.6497	NPC226914
Remote Similarity	0.6497	NPC76748
Remote Similarity	0.6495	NPC310118
Remote Similarity	0.6495	NPC190007
Remote Similarity	0.6493	NPC8022
Remote Similarity	0.6493	NPC470799
Remote Similarity	0.649	NPC11464
Remote Similarity	0.649	NPC219664
Remote Similarity	0.6488	NPC36229
Remote Similarity	0.6488	NPC473422
Remote Similarity	0.6488	NPC164374
Remote Similarity	0.6488	NPC137929
Remote Similarity	0.6488	NPC476581
Remote Similarity	0.6488	NPC16452
Remote Similarity	0.6482	NPC307963
Remote Similarity	0.6482	NPC279401
Remote Similarity	0.6482	NPC79293
Remote Similarity	0.6481	NPC21638
Remote Similarity	0.648	NPC469830
Remote Similarity	0.6479	NPC17565
Remote Similarity	0.6477	NPC190461
Remote Similarity	0.6476	NPC39500
Remote Similarity	0.6476	NPC476287
Remote Similarity	0.6476	NPC478074
Remote Similarity	0.6471	NPC295898
Remote Similarity	0.6468	NPC252251
Remote Similarity	0.6468	NPC471762
Remote Similarity	0.6468	NPC66777
Remote Similarity	0.6468	NPC478049
Remote Similarity	0.6465	NPC92111
Remote Similarity	0.6465	NPC22476
Remote Similarity	0.6459	NPC87413
Remote Similarity	0.6458	NPC72980
Remote Similarity	0.6456	NPC472111
Remote Similarity	0.6455	NPC473186
Remote Similarity	0.6452	NPC200888
Remote Similarity	0.6449	NPC225279
Remote Similarity	0.6447	NPC296527
Remote Similarity	0.6443	NPC212535
Remote Similarity	0.6443	NPC98197
Remote Similarity	0.6442	NPC174672
Remote Similarity	0.6442	NPC174758
Remote Similarity	0.644	NPC168153
Remote Similarity	0.6436	NPC100863
Remote Similarity	0.6432	NPC96321
Remote Similarity	0.6432	NPC303658
Remote Similarity	0.6429	NPC33902
Remote Similarity	0.6429	NPC310211
Remote Similarity	0.6429	NPC276674
Remote Similarity	0.6429	NPC203168
Remote Similarity	0.6429	NPC308137
Remote Similarity	0.6425	NPC287588
Remote Similarity	0.6422	NPC257851
Remote Similarity	0.6422	NPC31930
Remote Similarity	0.6419	NPC198503
Remote Similarity	0.6414	NPC473569
Remote Similarity	0.641	NPC179704
Remote Similarity	0.641	NPC320394
Remote Similarity	0.6409	NPC477531
Remote Similarity	0.6406	NPC179287
Remote Similarity	0.6404	NPC476578

Drug Structure

NPD4354 OpenBabel08211705262D 30 33 0 0 0 0 0 0 0 0999 V2000 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 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 -6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 4.0000 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 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 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 -2.5981 1.5000 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 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 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 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 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 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 28 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 15 2 0 0 0 0 8 16 2 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 12 2 0 0 0 0 11 14 1 0 0 0 0 12 19 1 0 0 0 0 13 14 2 0 0 0 0 13 20 1 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 21 1 0 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 22 1 0 0 0 0 19 20 2 0 0 0 0 19 23 1 0 0 0 0 20 27 1 0 0 0 0 21 23 2 0 0 0 0 22 29 1 0 0 0 0 24 28 1 0 0 0 0 24 30 1 0 0 0 0 25 28 2 0 0 0 0 26 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000046
DrugBank	DB00276
ChEMBL	CHEMBL43
IUPHAR/BPS
PharmaGKB	PA10309
KEGG Drug	D02321
PubChem CID	2179
ChEBI	2687
CAS Number	51264-14-3

Drug Properties

Molecular Weight	393.11
ALogP	-1.412
MLogP	3
XLogP	4.948
HDA	5
HBD	2
Rotatable Bonds	6
TPSA	88.17
RO5 Violation	0