NPASS drugs

Drug Information

Drug ID:	NPD7240
Drug Name:	Etoposide Phosphate
Molecular Formula:	C29H33O16P
Canonical SMILES:	COc1cc(cc(c1OP(=O)(O)O)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)C
Standard InCHI:	InChI=1S/C29H33O16P/c1-11-38-9-20-27(42-11)23(30)24(31)29(43-20)44-25-14-7-17-16(40-10-41-17)6-13(14)21(22-15(25)8-39-28(22)32)12-4-18(36-2)26(19(5-12)37-3)45-46(33,34)35/h4-7,11,15,20-25,27,29-31H,8-10H2,1-3H3,(H2,33,34,35)/t11-,15+,20-,21-,22+,23-,24-,25-,27-,29+/m1/s1
Standard InCHIKey:	LIQODXNTTZAGID-OCBXBXKTSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7240

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	291
0.1-0.2	1117
0.2-0.3	2365
0.3-0.4	4764
0.4-0.5	6916
0.5-0.6	5220
0.6-0.7	6075
0.7-0.8	3870
0.8-0.85	231
0.85-0.9	25
0.9-0.95	15
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	0.9568	NPC306475
High Similarity	0.9441	NPC100465
High Similarity	0.9441	NPC152424
High Similarity	0.9394	NPC179240
High Similarity	0.939	NPC185498
High Similarity	0.9268	NPC222531
High Similarity	0.9207	NPC116759
High Similarity	0.9207	NPC14294
High Similarity	0.9202	NPC115624
High Similarity	0.9074	NPC237946
High Similarity	0.9074	NPC32373
High Similarity	0.9024	NPC268718
High Similarity	0.9024	NPC150943
High Similarity	0.9024	NPC91634
High Similarity	0.9018	NPC207584
High Similarity	0.9018	NPC19947
High Similarity	0.8909	NPC96593
High Similarity	0.8909	NPC119910
High Similarity	0.8889	NPC245948
High Similarity	0.8882	NPC210642
High Similarity	0.8882	NPC13985
High Similarity	0.8855	NPC288149
High Similarity	0.8788	NPC163527
High Similarity	0.8788	NPC181168
High Similarity	0.8788	NPC115281
High Similarity	0.872	NPC273578
High Similarity	0.872	NPC30009
High Similarity	0.872	NPC103197
High Similarity	0.8704	NPC149505
High Similarity	0.8659	NPC65591
High Similarity	0.8659	NPC178574
High Similarity	0.8634	NPC304687
High Similarity	0.8634	NPC101755
High Similarity	0.8634	NPC80230
High Similarity	0.8634	NPC104024
High Similarity	0.8634	NPC65574
High Similarity	0.8629	NPC161609
High Similarity	0.8629	NPC275690
High Similarity	0.8528	NPC262455
High Similarity	0.8528	NPC177476
High Similarity	0.8528	NPC477698
Intermediate Similarity	0.8494	NPC136757
Intermediate Similarity	0.8485	NPC56184
Intermediate Similarity	0.8483	NPC167045
Intermediate Similarity	0.8483	NPC114120
Intermediate Similarity	0.8476	NPC158635
Intermediate Similarity	0.8476	NPC229882
Intermediate Similarity	0.8448	NPC312006
Intermediate Similarity	0.8448	NPC471920
Intermediate Similarity	0.8448	NPC20114
Intermediate Similarity	0.8448	NPC471921
Intermediate Similarity	0.8448	NPC471922
Intermediate Similarity	0.8448	NPC292712
Intermediate Similarity	0.8448	NPC114550
Intermediate Similarity	0.8448	NPC474075
Intermediate Similarity	0.8448	NPC129930
Intermediate Similarity	0.8427	NPC473776
Intermediate Similarity	0.8427	NPC473205
Intermediate Similarity	0.8424	NPC303519
Intermediate Similarity	0.8424	NPC164082
Intermediate Similarity	0.8415	NPC293757
Intermediate Similarity	0.8415	NPC474965
Intermediate Similarity	0.8415	NPC668
Intermediate Similarity	0.8415	NPC95392
Intermediate Similarity	0.8415	NPC35877
Intermediate Similarity	0.8415	NPC55715
Intermediate Similarity	0.8415	NPC174512
Intermediate Similarity	0.8415	NPC477695
Intermediate Similarity	0.8402	NPC241600
Intermediate Similarity	0.8402	NPC173726
Intermediate Similarity	0.8389	NPC286301
Intermediate Similarity	0.8389	NPC313063
Intermediate Similarity	0.8373	NPC302610
Intermediate Similarity	0.8373	NPC477699
Intermediate Similarity	0.8364	NPC182368
Intermediate Similarity	0.8364	NPC260781
Intermediate Similarity	0.8364	NPC145979
Intermediate Similarity	0.8364	NPC185955
Intermediate Similarity	0.8364	NPC469707
Intermediate Similarity	0.8364	NPC214326
Intermediate Similarity	0.8364	NPC469706
Intermediate Similarity	0.8364	NPC9933
Intermediate Similarity	0.8364	NPC225815
Intermediate Similarity	0.8364	NPC218041
Intermediate Similarity	0.8364	NPC24425
Intermediate Similarity	0.8362	NPC35266
Intermediate Similarity	0.8361	NPC476358
Intermediate Similarity	0.8343	NPC38438
Intermediate Similarity	0.8343	NPC473697
Intermediate Similarity	0.8333	NPC117911
Intermediate Similarity	0.8333	NPC186316
Intermediate Similarity	0.8333	NPC238834
Intermediate Similarity	0.8324	NPC174734
Intermediate Similarity	0.8324	NPC474042
Intermediate Similarity	0.8323	NPC245615
Intermediate Similarity	0.8323	NPC299706
Intermediate Similarity	0.8323	NPC61604
Intermediate Similarity	0.8323	NPC40237
Intermediate Similarity	0.8323	NPC115466
Intermediate Similarity	0.8323	NPC287124
Intermediate Similarity	0.8323	NPC151423
Intermediate Similarity	0.8314	NPC25889
Intermediate Similarity	0.8313	NPC477700
Intermediate Similarity	0.8305	NPC469397
Intermediate Similarity	0.8303	NPC216223
Intermediate Similarity	0.8303	NPC145569
Intermediate Similarity	0.8284	NPC478055
Intermediate Similarity	0.8276	NPC79322
Intermediate Similarity	0.8274	NPC348849
Intermediate Similarity	0.8274	NPC178195
Intermediate Similarity	0.8268	NPC188217
Intermediate Similarity	0.8253	NPC473989
Intermediate Similarity	0.8249	NPC475244
Intermediate Similarity	0.8242	NPC304821
Intermediate Similarity	0.8242	NPC40654
Intermediate Similarity	0.8242	NPC262804
Intermediate Similarity	0.8235	NPC471878
Intermediate Similarity	0.8235	NPC473803
Intermediate Similarity	0.8232	NPC212890
Intermediate Similarity	0.8225	NPC38699
Intermediate Similarity	0.8221	NPC92693
Intermediate Similarity	0.8221	NPC141569
Intermediate Similarity	0.8221	NPC166884
Intermediate Similarity	0.8221	NPC475000
Intermediate Similarity	0.8221	NPC477701
Intermediate Similarity	0.8221	NPC218841
Intermediate Similarity	0.8218	NPC83049
Intermediate Similarity	0.8218	NPC320471
Intermediate Similarity	0.8218	NPC59516
Intermediate Similarity	0.8218	NPC118162
Intermediate Similarity	0.8214	NPC474606
Intermediate Similarity	0.8212	NPC195114
Intermediate Similarity	0.821	NPC210354
Intermediate Similarity	0.821	NPC176586
Intermediate Similarity	0.8204	NPC32079
Intermediate Similarity	0.8202	NPC297574
Intermediate Similarity	0.8202	NPC472723
Intermediate Similarity	0.8193	NPC125570
Intermediate Similarity	0.8192	NPC184624
Intermediate Similarity	0.8187	NPC474043
Intermediate Similarity	0.8176	NPC163635
Intermediate Similarity	0.8176	NPC29727
Intermediate Similarity	0.8171	NPC475453
Intermediate Similarity	0.8171	NPC477702
Intermediate Similarity	0.8171	NPC473531
Intermediate Similarity	0.8167	NPC208797
Intermediate Similarity	0.8167	NPC53680
Intermediate Similarity	0.8166	NPC198461
Intermediate Similarity	0.8166	NPC312763
Intermediate Similarity	0.8166	NPC473425
Intermediate Similarity	0.816	NPC474288
Intermediate Similarity	0.8156	NPC260300
Intermediate Similarity	0.8156	NPC80360
Intermediate Similarity	0.8155	NPC471154
Intermediate Similarity	0.8146	NPC469354
Intermediate Similarity	0.8146	NPC193377
Intermediate Similarity	0.8144	NPC238140
Intermediate Similarity	0.814	NPC474770
Intermediate Similarity	0.814	NPC470637
Intermediate Similarity	0.8136	NPC469776
Intermediate Similarity	0.8136	NPC469774
Intermediate Similarity	0.8136	NPC469778
Intermediate Similarity	0.8136	NPC32723
Intermediate Similarity	0.8136	NPC469772
Intermediate Similarity	0.8136	NPC100925
Intermediate Similarity	0.8136	NPC469773
Intermediate Similarity	0.8136	NPC469775
Intermediate Similarity	0.8136	NPC469777
Intermediate Similarity	0.8136	NPC135334
Intermediate Similarity	0.8136	NPC295941
Intermediate Similarity	0.8133	NPC130449
Intermediate Similarity	0.8133	NPC270751
Intermediate Similarity	0.8133	NPC316676
Intermediate Similarity	0.8133	NPC325720
Intermediate Similarity	0.8133	NPC248132
Intermediate Similarity	0.8121	NPC205796
Intermediate Similarity	0.8121	NPC276753
Intermediate Similarity	0.8121	NPC193779
Intermediate Similarity	0.8121	NPC321958
Intermediate Similarity	0.8121	NPC321696
Intermediate Similarity	0.8121	NPC3982
Intermediate Similarity	0.8118	NPC234730
Intermediate Similarity	0.8114	NPC471923
Intermediate Similarity	0.811	NPC472712
Intermediate Similarity	0.811	NPC472713
Intermediate Similarity	0.811	NPC118385
Intermediate Similarity	0.811	NPC191158
Intermediate Similarity	0.811	NPC187774
Intermediate Similarity	0.811	NPC473046
Intermediate Similarity	0.811	NPC177644
Intermediate Similarity	0.8107	NPC473236
Intermediate Similarity	0.8107	NPC53669
Intermediate Similarity	0.8107	NPC16791
Intermediate Similarity	0.8107	NPC126405
Intermediate Similarity	0.8107	NPC217708
Intermediate Similarity	0.8107	NPC77237
Intermediate Similarity	0.8107	NPC308739
Intermediate Similarity	0.8107	NPC24562
Intermediate Similarity	0.8107	NPC297271
Intermediate Similarity	0.8101	NPC473713

Drug Structure

NPD7240 OpenBabel08211711362D 50 56 0 0 1 0 0 0 0 0999 V2000 -10.3923 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 -2.5981 -1.5000 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 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -2.3309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2617 -7.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 C 0 0 2 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 -3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.5981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 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 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.6603 -4.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.5380 -1.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -4.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -9.5263 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8689 -0.7787 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 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 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 -1.4173 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8549 -6.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2562 -6.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 O 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 0.0000 -0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 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 2 36 1 0 0 0 0 3 37 1 0 0 0 0 4 12 2 0 0 0 0 4 18 1 0 0 0 0 5 12 1 0 0 0 0 5 19 2 0 0 0 0 6 13 2 0 0 0 0 6 16 1 0 0 0 0 7 14 2 0 0 0 0 7 17 1 0 0 0 0 8 39 1 0 0 0 0 9 38 1 0 0 0 0 10 40 1 0 0 0 0 10 41 1 0 0 0 0 11 1 1 6 0 0 0 11 38 1 0 0 0 0 11 42 1 0 0 0 0 13 14 1 0 0 0 0 13 21 1 0 0 0 0 14 25 1 0 0 0 0 15 8 1 1 0 0 0 15 22 1 0 0 0 0 15 25 1 0 0 0 0 16 17 2 0 0 0 0 16 40 1 0 0 0 0 17 41 1 0 0 0 0 18 26 2 0 0 0 0 18 36 1 0 0 0 0 19 26 1 0 0 0 0 19 37 1 0 0 0 0 20 9 1 1 0 0 0 20 27 1 0 0 0 0 20 43 1 0 0 0 0 21 12 1 6 0 0 0 21 22 1 0 0 0 0 22 28 1 6 0 0 0 23 24 1 0 0 0 0 23 27 1 0 0 0 0 23 30 1 1 0 0 0 24 29 1 0 0 0 0 24 31 1 6 0 0 0 25 44 1 1 0 0 0 26 45 1 0 0 0 0 27 42 1 6 0 0 0 28 32 2 0 0 0 0 28 39 1 0 0 0 0 29 43 1 0 0 0 0 29 44 1 1 0 0 0 30 47 1 0 0 0 0 31 48 1 0 0 0 0 33 46 1 0 0 0 0 33 49 1 0 0 0 0 34 46 1 0 0 0 0 34 50 1 0 0 0 0 35 46 2 0 0 0 0 45 46 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	668.15
ALogP	-2.5061
MLogP	2.78
XLogP	-1.03
HDA	11
HBD	4
Rotatable Bonds	14
TPSA	217.17
RO5 Violation	1