NPASS drugs

Drug Information

Drug ID:	NPD7680
Drug Name:	Teniposide
Molecular Formula:	C32H32O13S
Canonical SMILES:	COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@@H](c2c1cc1OCOc1c2)O[C@@H]1O[C@@H]2CO[C@H](O[C@H]2[C@@H]([C@H]1O)O)c1cccs1
Standard InCHI:	InChI=1S/C32H32O13S/c1-37-19-6-13(7-20(38-2)25(19)33)23-14-8-17-18(42-12-41-17)9-15(14)28(16-10-39-30(36)24(16)23)44-32-27(35)26(34)29-21(43-32)11-40-31(45-29)22-4-3-5-46-22/h3-9,16,21,23-24,26-29,31-35H,10-12H2,1-2H3/t16-,21+,23+,24-,26+,27+,28+,29+,31+,32-/m0/s1
Standard InCHIKey:	NRUKOCRGYNPUPR-QBPJDGROSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7680

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	331
0.1-0.2	1397
0.2-0.3	2682
0.3-0.4	6379
0.4-0.5	6724
0.5-0.6	5028
0.6-0.7	6536
0.7-0.8	1783
0.8-0.85	24
0.85-0.9	5
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	NPC473803
High Similarity	0.8729	NPC179240
High Similarity	0.8722	NPC185498
High Similarity	0.8564	NPC306475
High Similarity	0.8556	NPC116759
High Similarity	0.8556	NPC14294
Intermediate Similarity	0.8444	NPC100465
Intermediate Similarity	0.8444	NPC152424
Intermediate Similarity	0.8389	NPC268718
Intermediate Similarity	0.8389	NPC91634
Intermediate Similarity	0.8389	NPC150943
Intermediate Similarity	0.8343	NPC288149
Intermediate Similarity	0.8306	NPC222531
Intermediate Similarity	0.8287	NPC96593
Intermediate Similarity	0.8242	NPC115624
Intermediate Similarity	0.8222	NPC237946
Intermediate Similarity	0.8222	NPC32373
Intermediate Similarity	0.8177	NPC207584
Intermediate Similarity	0.8177	NPC181168
Intermediate Similarity	0.8177	NPC163527
Intermediate Similarity	0.8177	NPC19947
Intermediate Similarity	0.8177	NPC115281
Intermediate Similarity	0.8111	NPC103197
Intermediate Similarity	0.8111	NPC30009
Intermediate Similarity	0.8087	NPC119910
Intermediate Similarity	0.8056	NPC178574
Intermediate Similarity	0.8056	NPC65591
Intermediate Similarity	0.8056	NPC245948
Intermediate Similarity	0.8031	NPC114120
Intermediate Similarity	0.8031	NPC167045
Intermediate Similarity	0.7969	NPC275690
Intermediate Similarity	0.7969	NPC161609
Intermediate Similarity	0.7949	NPC313063
Intermediate Similarity	0.7949	NPC286301
Intermediate Similarity	0.7944	NPC210642
Intermediate Similarity	0.7944	NPC13985
Intermediate Similarity	0.7929	NPC476358
Intermediate Similarity	0.7917	NPC35266
Intermediate Similarity	0.7912	NPC136757
Intermediate Similarity	0.7884	NPC117911
Intermediate Similarity	0.7872	NPC59516
Intermediate Similarity	0.7865	NPC469397
Intermediate Similarity	0.7861	NPC25889
Intermediate Similarity	0.7857	NPC299706
Intermediate Similarity	0.7857	NPC245615
Intermediate Similarity	0.7857	NPC115466
Intermediate Similarity	0.7857	NPC61604
Intermediate Similarity	0.7835	NPC188217
Intermediate Similarity	0.7835	NPC53680
Intermediate Similarity	0.7835	NPC208797
Intermediate Similarity	0.7833	NPC477695
Intermediate Similarity	0.7833	NPC145569
Intermediate Similarity	0.7833	NPC174512
Intermediate Similarity	0.7833	NPC474965
Intermediate Similarity	0.7833	NPC668
Intermediate Similarity	0.7833	NPC293757
Intermediate Similarity	0.7833	NPC216223
Intermediate Similarity	0.7833	NPC262455
Intermediate Similarity	0.7833	NPC177476
Intermediate Similarity	0.7826	NPC478055
Intermediate Similarity	0.7814	NPC273578
Intermediate Similarity	0.7812	NPC193377
Intermediate Similarity	0.7812	NPC475244
Intermediate Similarity	0.7802	NPC56184
Intermediate Similarity	0.7802	NPC477699
Intermediate Similarity	0.7801	NPC312006
Intermediate Similarity	0.7801	NPC129930
Intermediate Similarity	0.7801	NPC471920
Intermediate Similarity	0.7801	NPC292712
Intermediate Similarity	0.7801	NPC471922
Intermediate Similarity	0.7801	NPC114550
Intermediate Similarity	0.7801	NPC474075
Intermediate Similarity	0.7801	NPC471921
Intermediate Similarity	0.7801	NPC20114
Intermediate Similarity	0.779	NPC182368
Intermediate Similarity	0.779	NPC469706
Intermediate Similarity	0.779	NPC9933
Intermediate Similarity	0.779	NPC260781
Intermediate Similarity	0.779	NPC214326
Intermediate Similarity	0.779	NPC185955
Intermediate Similarity	0.779	NPC149505
Intermediate Similarity	0.779	NPC469707
Intermediate Similarity	0.779	NPC145979
Intermediate Similarity	0.779	NPC225815
Intermediate Similarity	0.779	NPC218041
Intermediate Similarity	0.779	NPC24425
Intermediate Similarity	0.7778	NPC174734
Intermediate Similarity	0.7778	NPC474042
Intermediate Similarity	0.7772	NPC67629
Intermediate Similarity	0.7772	NPC79736
Intermediate Similarity	0.7772	NPC196771
Intermediate Similarity	0.7772	NPC238834
Intermediate Similarity	0.7772	NPC472723
Intermediate Similarity	0.7772	NPC38699
Intermediate Similarity	0.7772	NPC186316
Intermediate Similarity	0.776	NPC316539
Intermediate Similarity	0.776	NPC184624
Intermediate Similarity	0.7754	NPC109061
Intermediate Similarity	0.7747	NPC164082
Intermediate Similarity	0.7747	NPC477700
Intermediate Similarity	0.7742	NPC173726
Intermediate Similarity	0.7742	NPC241600
Intermediate Similarity	0.7737	NPC311912
Intermediate Similarity	0.7732	NPC267549
Intermediate Similarity	0.7732	NPC80360
Intermediate Similarity	0.7732	NPC260300
Intermediate Similarity	0.773	NPC163635
Intermediate Similarity	0.773	NPC11411
Intermediate Similarity	0.7722	NPC101755
Intermediate Similarity	0.7722	NPC304687
Intermediate Similarity	0.7722	NPC65574
Intermediate Similarity	0.7722	NPC80230
Intermediate Similarity	0.7722	NPC104024
Intermediate Similarity	0.772	NPC473630
Intermediate Similarity	0.772	NPC469354
Intermediate Similarity	0.7708	NPC469777
Intermediate Similarity	0.7708	NPC473697
Intermediate Similarity	0.7708	NPC295941
Intermediate Similarity	0.7708	NPC469775
Intermediate Similarity	0.7708	NPC469778
Intermediate Similarity	0.7708	NPC100925
Intermediate Similarity	0.7708	NPC469772
Intermediate Similarity	0.7708	NPC32723
Intermediate Similarity	0.7708	NPC469773
Intermediate Similarity	0.7708	NPC135334
Intermediate Similarity	0.7708	NPC469776
Intermediate Similarity	0.7708	NPC469774
Intermediate Similarity	0.7705	NPC476434
Intermediate Similarity	0.7705	NPC478268
Intermediate Similarity	0.7696	NPC197708
Intermediate Similarity	0.7696	NPC88557
Intermediate Similarity	0.7696	NPC658
Intermediate Similarity	0.7692	NPC229882
Intermediate Similarity	0.7692	NPC158635
Intermediate Similarity	0.7692	NPC195114
Intermediate Similarity	0.768	NPC297574
Intermediate Similarity	0.7672	NPC121290
Intermediate Similarity	0.7668	NPC105137
Intermediate Similarity	0.7667	NPC3982
Intermediate Similarity	0.7667	NPC212890
Intermediate Similarity	0.7663	NPC473236
Intermediate Similarity	0.7663	NPC474606
Intermediate Similarity	0.766	NPC139540
Intermediate Similarity	0.766	NPC124747
Intermediate Similarity	0.766	NPC149873
Intermediate Similarity	0.766	NPC177100
Intermediate Similarity	0.766	NPC7191
Intermediate Similarity	0.766	NPC155754
Intermediate Similarity	0.765	NPC264302
Intermediate Similarity	0.765	NPC32079
Intermediate Similarity	0.7647	NPC215400
Intermediate Similarity	0.7647	NPC7543
Intermediate Similarity	0.7647	NPC98083
Intermediate Similarity	0.7647	NPC478269
Intermediate Similarity	0.7647	NPC94220
Intermediate Similarity	0.7647	NPC24339
Intermediate Similarity	0.7647	NPC166456
Intermediate Similarity	0.7647	NPC230531
Intermediate Similarity	0.7644	NPC167231
Intermediate Similarity	0.7644	NPC475453
Intermediate Similarity	0.7644	NPC473531
Intermediate Similarity	0.7644	NPC215802
Intermediate Similarity	0.7644	NPC79322
Intermediate Similarity	0.7638	NPC7839
Intermediate Similarity	0.7638	NPC142291
Intermediate Similarity	0.7637	NPC55158
Intermediate Similarity	0.7637	NPC51328
Intermediate Similarity	0.7637	NPC125570
Intermediate Similarity	0.7637	NPC477698
Intermediate Similarity	0.7637	NPC286235
Intermediate Similarity	0.7634	NPC228357
Intermediate Similarity	0.7634	NPC165483
Intermediate Similarity	0.7629	NPC469438
Intermediate Similarity	0.7619	NPC198796
Intermediate Similarity	0.7619	NPC22130
Intermediate Similarity	0.7619	NPC246024
Intermediate Similarity	0.7619	NPC116838
Intermediate Similarity	0.7617	NPC5786
Intermediate Similarity	0.7617	NPC102851
Intermediate Similarity	0.7614	NPC473776
Intermediate Similarity	0.7614	NPC473205
Intermediate Similarity	0.7611	NPC286245
Intermediate Similarity	0.7611	NPC272619
Intermediate Similarity	0.7611	NPC477702
Intermediate Similarity	0.7609	NPC472611
Intermediate Similarity	0.7609	NPC471154
Intermediate Similarity	0.7609	NPC472612
Intermediate Similarity	0.7609	NPC302610
Intermediate Similarity	0.7609	NPC289967
Intermediate Similarity	0.7609	NPC21902
Intermediate Similarity	0.7606	NPC100936
Intermediate Similarity	0.7606	NPC1253
Intermediate Similarity	0.7606	NPC470637
Intermediate Similarity	0.7602	NPC108191
Intermediate Similarity	0.7602	NPC80956
Intermediate Similarity	0.7602	NPC93685
Intermediate Similarity	0.7592	NPC471923
Intermediate Similarity	0.7592	NPC83049
Intermediate Similarity	0.7592	NPC9309
Intermediate Similarity	0.7592	NPC118162

Drug Structure

NPD7680 OpenBabel08211712032D 49 56 0 0 1 0 0 0 0 0999 V2000 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 3.2024 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 -4.3301 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 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9889 0.6691 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 -4.6665 -4.0827 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 -3.4641 -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 -1.7321 0.0000 0.0000 C 0 0 1 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 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.3902 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 2 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 -6.9282 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0593 2.2213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3956 1.5827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -3.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 -3.9781 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 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 2.9945 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 37 1 0 0 0 0 2 38 1 0 0 0 0 3 4 1 0 0 0 0 3 5 2 0 0 0 0 4 22 2 0 0 0 0 5 46 1 0 0 0 0 6 13 2 0 0 0 0 6 19 1 0 0 0 0 7 13 1 0 0 0 0 7 20 2 0 0 0 0 8 14 2 0 0 0 0 8 17 1 0 0 0 0 9 15 2 0 0 0 0 9 18 1 0 0 0 0 10 39 1 0 0 0 0 11 40 1 0 0 0 0 12 41 1 0 0 0 0 12 42 1 0 0 0 0 14 15 1 0 0 0 0 14 23 1 0 0 0 0 15 28 1 0 0 0 0 16 10 1 6 0 0 0 16 24 1 0 0 0 0 16 28 1 0 0 0 0 17 18 2 0 0 0 0 17 41 1 0 0 0 0 18 42 1 0 0 0 0 19 25 2 0 0 0 0 19 37 1 0 0 0 0 20 25 1 0 0 0 0 20 38 1 0 0 0 0 21 11 1 6 0 0 0 21 29 1 0 0 0 0 21 43 1 0 0 0 0 22 46 1 0 0 0 0 23 13 1 1 0 0 0 23 24 1 0 0 0 0 24 30 1 1 0 0 0 25 33 1 0 0 0 0 26 27 1 0 0 0 0 26 29 1 0 0 0 0 26 34 1 6 0 0 0 27 32 1 0 0 0 0 27 35 1 1 0 0 0 28 44 1 6 0 0 0 29 45 1 1 0 0 0 30 36 2 0 0 0 0 30 39 1 0 0 0 0 31 22 1 1 0 0 0 31 40 1 0 0 0 0 31 45 1 0 0 0 0 32 43 1 0 0 0 0 32 44 1 6 0 0 0 33 47 1 0 0 0 0 34 48 1 0 0 0 0 35 49 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000651
DrugBank	DB00444
ChEMBL	CHEMBL452231
IUPHAR/BPS	6843
PharmaGKB	PA451611
KEGG Drug	D02698
PubChem CID	452548
ChEBI
CAS Number	29767-20-2

Drug Properties

Molecular Weight	656.16
ALogP	-2.3208
MLogP	3.44
XLogP	1.374
HDA	8
HBD	3
Rotatable Bonds	11
TPSA	189.07
RO5 Violation	0