NPASS drugs

Drug Information

Drug ID:	NPD5834
Drug Name:	Exatecan Mesylate
Molecular Formula:	C24H22FN3O4.CH4O3S.H2O
Canonical SMILES:	CS(=O)(=O)O.CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4cc(F)c(c5c4c(c3Cn1c2=O)[C@@H](N)CC5)C.O
Standard InCHI:	InChI=1S/C24H22FN3O4.CH4O3S.H2O/c1-3-24(31)14-6-18-21-12(8-28(18)22(29)13(14)9-32-23(24)30)19-16(26)5-4-11-10(2)15(25)7-17(27-21)20(11)19;1-5(2,3)4;/h6-7,16,31H,3-5,8-9,26H2,1-2H3;1H3,(H,2,3,4);1H2/t16-,24-;;/m0../s1
Standard InCHIKey:	UJUAXEHQNOWJTE-RLBKRBMPSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5834

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	208
0.1-0.2	1370
0.2-0.3	6939
0.3-0.4	14899
0.4-0.5	4385
0.5-0.6	2113
0.6-0.7	947
0.7-0.8	22
0.8-0.85	3
0.85-0.9	4
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	0.883	NPC129909
High Similarity	0.8802	NPC192674
High Similarity	0.8526	NPC61435
High Similarity	0.8519	NPC311858
Intermediate Similarity	0.8413	NPC470003
Intermediate Similarity	0.8148	NPC14325
Intermediate Similarity	0.8148	NPC28848
Intermediate Similarity	0.7981	NPC316181
Intermediate Similarity	0.7981	NPC74562
Intermediate Similarity	0.7981	NPC151781
Intermediate Similarity	0.7788	NPC477548
Intermediate Similarity	0.7757	NPC128115
Intermediate Similarity	0.7356	NPC32200
Intermediate Similarity	0.7207	NPC155444
Intermediate Similarity	0.7195	NPC61813
Intermediate Similarity	0.7129	NPC245916
Intermediate Similarity	0.7124	NPC191382
Intermediate Similarity	0.7124	NPC56109
Intermediate Similarity	0.7089	NPC123019
Intermediate Similarity	0.7071	NPC65080
Intermediate Similarity	0.7064	NPC250129
Intermediate Similarity	0.7061	NPC282033
Intermediate Similarity	0.7059	NPC96131
Intermediate Similarity	0.7051	NPC284102
Intermediate Similarity	0.703	NPC215795
Intermediate Similarity	0.703	NPC270009
Intermediate Similarity	0.703	NPC176199
Intermediate Similarity	0.7018	NPC475165
Intermediate Similarity	0.7005	NPC46413
Remote Similarity	0.6995	NPC81654
Remote Similarity	0.6995	NPC24864
Remote Similarity	0.6995	NPC313985
Remote Similarity	0.6995	NPC79129
Remote Similarity	0.6995	NPC249150
Remote Similarity	0.6995	NPC195461
Remote Similarity	0.6995	NPC49196
Remote Similarity	0.698	NPC68354
Remote Similarity	0.697	NPC94428
Remote Similarity	0.697	NPC263937
Remote Similarity	0.6968	NPC97388
Remote Similarity	0.6965	NPC275305
Remote Similarity	0.6965	NPC37423
Remote Similarity	0.6959	NPC474905
Remote Similarity	0.6955	NPC235900
Remote Similarity	0.6951	NPC82070
Remote Similarity	0.6939	NPC473320
Remote Similarity	0.6923	NPC175474
Remote Similarity	0.6923	NPC473547
Remote Similarity	0.6919	NPC220151
Remote Similarity	0.6919	NPC19692
Remote Similarity	0.6912	NPC187456
Remote Similarity	0.6901	NPC50503
Remote Similarity	0.69	NPC194411
Remote Similarity	0.6898	NPC476115
Remote Similarity	0.6892	NPC471284
Remote Similarity	0.6886	NPC79107
Remote Similarity	0.6886	NPC475424
Remote Similarity	0.6884	NPC471944
Remote Similarity	0.6878	NPC475778
Remote Similarity	0.6875	NPC174788
Remote Similarity	0.6869	NPC241024
Remote Similarity	0.6869	NPC271734
Remote Similarity	0.6866	NPC6982
Remote Similarity	0.6864	NPC234999
Remote Similarity	0.6861	NPC476114
Remote Similarity	0.6852	NPC474116
Remote Similarity	0.6852	NPC162730
Remote Similarity	0.6845	NPC19679
Remote Similarity	0.6845	NPC470205
Remote Similarity	0.6844	NPC52254
Remote Similarity	0.6842	NPC196251
Remote Similarity	0.6842	NPC111602
Remote Similarity	0.6842	NPC63199
Remote Similarity	0.6842	NPC102338
Remote Similarity	0.684	NPC289299
Remote Similarity	0.684	NPC57994
Remote Similarity	0.6837	NPC312870
Remote Similarity	0.6837	NPC475151
Remote Similarity	0.6837	NPC199851
Remote Similarity	0.6837	NPC294909
Remote Similarity	0.6837	NPC128265
Remote Similarity	0.6837	NPC254240
Remote Similarity	0.6835	NPC277350
Remote Similarity	0.6832	NPC34508
Remote Similarity	0.6825	NPC55493
Remote Similarity	0.6822	NPC52557
Remote Similarity	0.6821	NPC38736
Remote Similarity	0.6806	NPC300183
Remote Similarity	0.68	NPC470509
Remote Similarity	0.6798	NPC475271
Remote Similarity	0.6793	NPC470843
Remote Similarity	0.6793	NPC94541
Remote Similarity	0.6786	NPC184476
Remote Similarity	0.6784	NPC472587
Remote Similarity	0.6784	NPC2395
Remote Similarity	0.678	NPC472207
Remote Similarity	0.6779	NPC280290
Remote Similarity	0.6769	NPC235885
Remote Similarity	0.6769	NPC98371
Remote Similarity	0.6769	NPC313884
Remote Similarity	0.6769	NPC281094
Remote Similarity	0.6763	NPC472109
Remote Similarity	0.6763	NPC472110
Remote Similarity	0.6763	NPC472444
Remote Similarity	0.6761	NPC181502
Remote Similarity	0.6761	NPC85066
Remote Similarity	0.6759	NPC470497
Remote Similarity	0.6748	NPC91179
Remote Similarity	0.6745	NPC472113
Remote Similarity	0.6744	NPC239954
Remote Similarity	0.6744	NPC473747
Remote Similarity	0.6744	NPC212213
Remote Similarity	0.6741	NPC477979
Remote Similarity	0.6737	NPC470784
Remote Similarity	0.6737	NPC470785
Remote Similarity	0.6735	NPC471458
Remote Similarity	0.6732	NPC326575
Remote Similarity	0.6731	NPC228835
Remote Similarity	0.673	NPC314333
Remote Similarity	0.673	NPC329858
Remote Similarity	0.673	NPC95783
Remote Similarity	0.6729	NPC79356
Remote Similarity	0.6729	NPC102592
Remote Similarity	0.6719	NPC470440
Remote Similarity	0.6716	NPC189812
Remote Similarity	0.6716	NPC329688
Remote Similarity	0.6714	NPC472323
Remote Similarity	0.6712	NPC475422
Remote Similarity	0.671	NPC476491
Remote Similarity	0.6709	NPC323752
Remote Similarity	0.6708	NPC469734
Remote Similarity	0.67	NPC470498
Remote Similarity	0.6699	NPC133003
Remote Similarity	0.6699	NPC11126
Remote Similarity	0.6699	NPC472443
Remote Similarity	0.6696	NPC245756
Remote Similarity	0.6695	NPC184680
Remote Similarity	0.6683	NPC472104
Remote Similarity	0.6683	NPC472108
Remote Similarity	0.6683	NPC139291
Remote Similarity	0.6682	NPC214428
Remote Similarity	0.6682	NPC34271
Remote Similarity	0.6681	NPC469312
Remote Similarity	0.6681	NPC41318
Remote Similarity	0.668	NPC107836
Remote Similarity	0.6667	NPC66210
Remote Similarity	0.6667	NPC168911
Remote Similarity	0.6667	NPC89987
Remote Similarity	0.6667	NPC299594
Remote Similarity	0.6667	NPC470499
Remote Similarity	0.6667	NPC160527
Remote Similarity	0.6667	NPC473650
Remote Similarity	0.6667	NPC102008
Remote Similarity	0.6667	NPC161861
Remote Similarity	0.6667	NPC478157
Remote Similarity	0.6667	NPC478158
Remote Similarity	0.6652	NPC46225
Remote Similarity	0.6652	NPC281049
Remote Similarity	0.6652	NPC225821
Remote Similarity	0.6651	NPC21429
Remote Similarity	0.6651	NPC472112
Remote Similarity	0.665	NPC470507
Remote Similarity	0.665	NPC280548
Remote Similarity	0.6639	NPC189079
Remote Similarity	0.6638	NPC323198
Remote Similarity	0.6637	NPC126066
Remote Similarity	0.6635	NPC192270
Remote Similarity	0.6622	NPC87755
Remote Similarity	0.6622	NPC127677
Remote Similarity	0.6622	NPC258062
Remote Similarity	0.6619	NPC472107
Remote Similarity	0.6619	NPC79062
Remote Similarity	0.6617	NPC8104
Remote Similarity	0.6615	NPC124005
Remote Similarity	0.6615	NPC37548
Remote Similarity	0.6615	NPC187951
Remote Similarity	0.6613	NPC472846
Remote Similarity	0.6608	NPC312645
Remote Similarity	0.6606	NPC18661
Remote Similarity	0.6603	NPC469358
Remote Similarity	0.6602	NPC472122
Remote Similarity	0.6602	NPC24594
Remote Similarity	0.6602	NPC288785
Remote Similarity	0.6598	NPC133609
Remote Similarity	0.6598	NPC14812
Remote Similarity	0.6597	NPC473565
Remote Similarity	0.6597	NPC238499
Remote Similarity	0.6595	NPC319232
Remote Similarity	0.6595	NPC24370
Remote Similarity	0.6594	NPC272174
Remote Similarity	0.6594	NPC472099
Remote Similarity	0.6588	NPC94752
Remote Similarity	0.6588	NPC17273
Remote Similarity	0.6588	NPC141612
Remote Similarity	0.6588	NPC135601
Remote Similarity	0.6588	NPC478077
Remote Similarity	0.6587	NPC472105
Remote Similarity	0.6587	NPC15840
Remote Similarity	0.6587	NPC187827
Remote Similarity	0.6585	NPC472123

Drug Structure

NPD5834 OpenBabel08211708292D 44 47 0 0 1 0 0 0 0 0999 V2000 5.7561 -2.0467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4902 -5.4957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5522 -1.4687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1906 -6.4959 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0361 -6.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0833 -2.8620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1980 -3.5454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6856 -5.3319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5973 -3.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3418 -5.0094 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1902 -5.5072 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7578 -5.0300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6269 -3.5499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0537 -2.7604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3474 -4.0312 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8867 -6.5029 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0533 -4.0322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6862 -3.7532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9020 -5.5187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0409 -5.0215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7581 -4.0544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2297 -4.4411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4212 -1.7676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4509 -1.8692 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5008 -3.5364 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.7325 -6.9971 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9090 -3.5436 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.2594 -4.5428 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.8077 -5.2373 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.8217 -0.8690 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3484 -0.8907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9944 -2.5571 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.4457 -0.4902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4652 -1.4707 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.4457 -2.4512 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.4262 -1.4707 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.4457 -1.4707 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.3394 -9.3606 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7072 -6.8998 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3294 -7.8899 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4498 -0.4902 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.9749 -2.3199 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1885 -8.8704 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4902 -8.8704 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 10 1 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 5 16 1 0 0 0 0 6 14 1 0 0 0 0 6 18 2 0 0 0 0 7 15 2 0 0 0 0 7 17 1 0 0 0 0 8 12 1 0 0 0 0 8 28 1 0 0 0 0 9 13 1 0 0 0 0 9 32 1 0 0 0 0 10 11 2 0 0 0 0 10 15 1 0 0 0 0 11 20 1 0 0 0 0 12 19 2 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 22 1 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 16 19 1 0 0 0 0 16 26 1 1 0 0 0 17 20 2 0 0 0 0 17 27 1 0 0 0 0 18 21 1 0 0 0 0 18 28 1 0 0 0 0 19 20 1 0 0 0 0 21 27 2 0 0 0 0 22 28 1 0 0 0 0 22 29 2 0 0 0 0 23 24 1 0 0 0 0 23 30 2 0 0 0 0 23 32 1 0 0 0 0 24 3 1 1 0 0 0 24 31 1 0 0 0 0 26 39 1 0 0 0 0 26 40 1 0 0 0 0 31 41 1 0 0 0 0 33 37 1 0 0 0 0 34 37 1 0 0 0 0 34 42 1 0 0 0 0 35 37 2 0 0 0 0 36 37 2 0 0 0 0 38 43 1 0 0 0 0 38 44 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	435.16
ALogP	-1.4912
MLogP	3.22
XLogP	1.138
HDA	7
HBD	2
Rotatable Bonds	6
TPSA	105.75
RO5 Violation	0