NPASS drugs

Drug Information

Drug ID:	NPD7796
Drug Name:	Irinotecan Hydrochloride Hydrate
Molecular Formula:	C33H38N4O6.ClH.H2O
Canonical SMILES:	CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccc(cc4c(c3Cn1c2=O)CC)OC(=O)N1CCC(CC1)N1CCCCC1.O.Cl
Standard InCHI:	InChI=1S/C33H38N4O6.ClH.H2O/c1-3-22-23-16-21(43-32(40)36-14-10-20(11-15-36)35-12-6-5-7-13-35)8-9-27(23)34-29-24(22)18-37-28(29)17-26-25(30(37)38)19-42-31(39)33(26,41)4-2;;/h8-9,16-17,20,41H,3-7,10-15,18-19H2,1-2H3;1H;1H2/t33-;;/m0../s1
Standard InCHIKey:	OHNBIIZWIUBGTK-NYPSMHOZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7796

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	284
0.1-0.2	1494
0.2-0.3	6580
0.3-0.4	6256
0.4-0.5	11902
0.5-0.6	2883
0.6-0.7	1350
0.7-0.8	136
0.8-0.85	1
0.85-0.9	1
0.9-0.95	3
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	0.9126	NPC316181
High Similarity	0.9126	NPC74562
High Similarity	0.9126	NPC151781
High Similarity	0.8779	NPC128115
Intermediate Similarity	0.8244	NPC129909
Intermediate Similarity	0.7972	NPC192674
Intermediate Similarity	0.7971	NPC61435
Intermediate Similarity	0.7961	NPC311858
Intermediate Similarity	0.7937	NPC472099
Intermediate Similarity	0.7917	NPC472111
Intermediate Similarity	0.7864	NPC470003
Intermediate Similarity	0.7864	NPC472098
Intermediate Similarity	0.7811	NPC474183
Intermediate Similarity	0.7735	NPC470784
Intermediate Similarity	0.7735	NPC470785
Intermediate Similarity	0.7692	NPC184680
Intermediate Similarity	0.7632	NPC280272
Intermediate Similarity	0.7621	NPC14325
Intermediate Similarity	0.7621	NPC28848
Intermediate Similarity	0.7568	NPC469589
Intermediate Similarity	0.7545	NPC118832
Intermediate Similarity	0.7545	NPC264176
Intermediate Similarity	0.7545	NPC165349
Intermediate Similarity	0.7545	NPC47059
Intermediate Similarity	0.7545	NPC274291
Intermediate Similarity	0.7545	NPC264166
Intermediate Similarity	0.7545	NPC329708
Intermediate Similarity	0.7543	NPC311906
Intermediate Similarity	0.7541	NPC472435
Intermediate Similarity	0.7523	NPC249040
Intermediate Similarity	0.7523	NPC82548
Intermediate Similarity	0.752	NPC472436
Intermediate Similarity	0.7455	NPC295898
Intermediate Similarity	0.7445	NPC152768
Intermediate Similarity	0.7445	NPC148183
Intermediate Similarity	0.7432	NPC475841
Intermediate Similarity	0.7432	NPC474145
Intermediate Similarity	0.7429	NPC329982
Intermediate Similarity	0.7425	NPC157931
Intermediate Similarity	0.7414	NPC473449
Intermediate Similarity	0.7406	NPC475816
Intermediate Similarity	0.7398	NPC478080
Intermediate Similarity	0.738	NPC469594
Intermediate Similarity	0.7357	NPC471080
Intermediate Similarity	0.7357	NPC469592
Intermediate Similarity	0.7353	NPC272549
Intermediate Similarity	0.7344	NPC478082
Intermediate Similarity	0.7344	NPC477067
Intermediate Similarity	0.7339	NPC21638
Intermediate Similarity	0.7336	NPC260909
Intermediate Similarity	0.7333	NPC477548
Intermediate Similarity	0.7321	NPC53344
Intermediate Similarity	0.7309	NPC284685
Intermediate Similarity	0.7304	NPC96321
Intermediate Similarity	0.7303	NPC99891
Intermediate Similarity	0.73	NPC474192
Intermediate Similarity	0.73	NPC475720
Intermediate Similarity	0.7295	NPC17437
Intermediate Similarity	0.7285	NPC329793
Intermediate Similarity	0.7284	NPC472434
Intermediate Similarity	0.728	NPC295228
Intermediate Similarity	0.728	NPC477549
Intermediate Similarity	0.7261	NPC305984
Intermediate Similarity	0.7254	NPC469734
Intermediate Similarity	0.7248	NPC195788
Intermediate Similarity	0.7248	NPC237901
Intermediate Similarity	0.7244	NPC193238
Intermediate Similarity	0.7231	NPC477066
Intermediate Similarity	0.7229	NPC478083
Intermediate Similarity	0.7229	NPC303658
Intermediate Similarity	0.7225	NPC471304
Intermediate Similarity	0.722	NPC211813
Intermediate Similarity	0.7212	NPC287208
Intermediate Similarity	0.7211	NPC191489
Intermediate Similarity	0.7203	NPC470126
Intermediate Similarity	0.7203	NPC257851
Intermediate Similarity	0.7202	NPC478081
Intermediate Similarity	0.7197	NPC323752
Intermediate Similarity	0.7197	NPC141053
Intermediate Similarity	0.7197	NPC323198
Intermediate Similarity	0.7181	NPC174758
Intermediate Similarity	0.7181	NPC476116
Intermediate Similarity	0.7181	NPC174672
Intermediate Similarity	0.7176	NPC478010
Intermediate Similarity	0.7176	NPC478009
Intermediate Similarity	0.7176	NPC66083
Intermediate Similarity	0.7173	NPC194740
Intermediate Similarity	0.7171	NPC478006
Intermediate Similarity	0.7165	NPC315634
Intermediate Similarity	0.7165	NPC88923
Intermediate Similarity	0.7165	NPC100734
Intermediate Similarity	0.7149	NPC82472
Intermediate Similarity	0.7143	NPC469928
Intermediate Similarity	0.7137	NPC475910
Intermediate Similarity	0.7137	NPC315467
Intermediate Similarity	0.712	NPC303374
Intermediate Similarity	0.7117	NPC239954
Intermediate Similarity	0.7113	NPC14288
Intermediate Similarity	0.7111	NPC223427
Intermediate Similarity	0.7108	NPC189079
Intermediate Similarity	0.7102	NPC188400
Intermediate Similarity	0.7101	NPC471762
Intermediate Similarity	0.7091	NPC79293
Intermediate Similarity	0.7091	NPC279401
Intermediate Similarity	0.7089	NPC319232
Intermediate Similarity	0.7089	NPC24370
Intermediate Similarity	0.7073	NPC81939
Intermediate Similarity	0.707	NPC176127
Intermediate Similarity	0.7068	NPC133609
Intermediate Similarity	0.7061	NPC473540
Intermediate Similarity	0.7059	NPC34580
Intermediate Similarity	0.7059	NPC124920
Intermediate Similarity	0.7059	NPC478078
Intermediate Similarity	0.7059	NPC304307
Intermediate Similarity	0.7059	NPC118559
Intermediate Similarity	0.7059	NPC289299
Intermediate Similarity	0.7059	NPC57994
Intermediate Similarity	0.7056	NPC478074
Intermediate Similarity	0.7054	NPC473105
Intermediate Similarity	0.7049	NPC477586
Intermediate Similarity	0.7049	NPC477585
Intermediate Similarity	0.7049	NPC477588
Intermediate Similarity	0.7049	NPC477590
Intermediate Similarity	0.7045	NPC475666
Intermediate Similarity	0.704	NPC168911
Intermediate Similarity	0.704	NPC212213
Intermediate Similarity	0.7035	NPC476098
Intermediate Similarity	0.7029	NPC253580
Intermediate Similarity	0.7029	NPC100547
Intermediate Similarity	0.7028	NPC26543
Intermediate Similarity	0.7026	NPC16066
Intermediate Similarity	0.7018	NPC270918
Intermediate Similarity	0.7013	NPC112206
Intermediate Similarity	0.7013	NPC202605
Intermediate Similarity	0.7012	NPC314882
Intermediate Similarity	0.7009	NPC314270
Intermediate Similarity	0.7009	NPC280714
Intermediate Similarity	0.7	NPC223409
Intermediate Similarity	0.7	NPC181081
Intermediate Similarity	0.7	NPC322135
Intermediate Similarity	0.7	NPC95240
Remote Similarity	0.6996	NPC274982
Remote Similarity	0.6991	NPC472104
Remote Similarity	0.6987	NPC186351
Remote Similarity	0.6987	NPC261251
Remote Similarity	0.6983	NPC284888
Remote Similarity	0.6983	NPC329631
Remote Similarity	0.6983	NPC266931
Remote Similarity	0.6982	NPC276517
Remote Similarity	0.6979	NPC313804
Remote Similarity	0.6979	NPC315804
Remote Similarity	0.6973	NPC478011
Remote Similarity	0.6973	NPC478012
Remote Similarity	0.6973	NPC471303
Remote Similarity	0.6972	NPC204385
Remote Similarity	0.6967	NPC476995
Remote Similarity	0.6967	NPC477587
Remote Similarity	0.6967	NPC477589
Remote Similarity	0.6966	NPC469727
Remote Similarity	0.6965	NPC314056
Remote Similarity	0.6964	NPC316224
Remote Similarity	0.6962	NPC478141
Remote Similarity	0.6958	NPC66777
Remote Similarity	0.6951	NPC245916
Remote Similarity	0.6948	NPC312872
Remote Similarity	0.6947	NPC314176
Remote Similarity	0.6946	NPC214142
Remote Similarity	0.6942	NPC54803
Remote Similarity	0.6942	NPC321592
Remote Similarity	0.6937	NPC307963
Remote Similarity	0.6937	NPC198673
Remote Similarity	0.6936	NPC473041
Remote Similarity	0.6932	NPC473800
Remote Similarity	0.6913	NPC470931
Remote Similarity	0.6907	NPC52254
Remote Similarity	0.6901	NPC476999
Remote Similarity	0.6895	NPC75179
Remote Similarity	0.6895	NPC66210
Remote Similarity	0.6895	NPC194040
Remote Similarity	0.6894	NPC304926
Remote Similarity	0.6894	NPC476041
Remote Similarity	0.6886	NPC200836
Remote Similarity	0.6886	NPC53144
Remote Similarity	0.6885	NPC478013
Remote Similarity	0.6885	NPC245055
Remote Similarity	0.6885	NPC33064
Remote Similarity	0.6884	NPC283152
Remote Similarity	0.6875	NPC251090
Remote Similarity	0.6873	NPC227824
Remote Similarity	0.687	NPC88008
Remote Similarity	0.687	NPC321428
Remote Similarity	0.687	NPC313189
Remote Similarity	0.6867	NPC202768
Remote Similarity	0.6867	NPC296482
Remote Similarity	0.6867	NPC53069
Remote Similarity	0.6866	NPC206201
Remote Similarity	0.6865	NPC315893
Remote Similarity	0.6865	NPC316110
Remote Similarity	0.6865	NPC313587
Remote Similarity	0.6864	NPC174788

Drug Structure

NPD7796 OpenBabel08211712032D 48 52 0 0 1 0 0 0 0 0999 V2000 2.1850 -3.6576 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8676 -9.7619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2898 -4.6547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3416 -10.6729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2724 -4.7278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3614 -5.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2724 -3.6758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7642 -3.6515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7642 -4.6548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6284 -3.6758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5394 -2.0979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4504 -4.7278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3614 -3.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7174 -3.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6284 -1.5719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0265 -3.6515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1580 -9.1683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2896 -6.6604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5519 -9.6696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5394 -3.1499 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.8953 -3.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1581 -5.1561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0265 -4.6548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1579 -6.1592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4208 -9.1679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2897 -9.6696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8953 -5.1564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1582 -8.1652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0268 -6.6608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4207 -8.1653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4208 -11.1745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8064 -1.5719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2897 -10.6729 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8954 -6.1591 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.4504 -3.6758 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.7174 -2.0979 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2894 -7.6636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5200 -7.6454 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4208 -12.2265 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8064 -0.5200 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8156 -11.5839 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5519 -10.6729 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8953 -2.0979 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1159 0.1994 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 16.1937 -0.5200 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8676 -11.5839 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.1937 -0.5200 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.1937 -0.5200 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 22 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 9 2 0 0 0 0 8 21 1 0 0 0 0 9 27 1 0 0 0 0 10 14 1 0 0 0 0 10 20 1 0 0 0 0 11 15 1 0 0 0 0 11 20 1 0 0 0 0 12 35 1 0 0 0 0 13 35 1 0 0 0 0 14 36 1 0 0 0 0 15 36 1 0 0 0 0 16 21 2 0 0 0 0 16 23 1 0 0 0 0 17 26 1 0 0 0 0 17 28 2 0 0 0 0 18 24 1 0 0 0 0 18 37 1 0 0 0 0 19 25 1 0 0 0 0 19 42 1 0 0 0 0 20 35 1 0 0 0 0 21 43 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 23 27 1 0 0 0 0 24 29 2 0 0 0 0 25 26 2 0 0 0 0 25 30 1 0 0 0 0 26 33 1 0 0 0 0 27 34 2 0 0 0 0 28 29 1 0 0 0 0 28 37 1 0 0 0 0 29 34 1 0 0 0 0 30 37 1 0 0 0 0 30 38 2 0 0 0 0 31 33 1 0 0 0 0 31 39 2 0 0 0 0 31 42 1 0 0 0 0 32 36 1 0 0 0 0 32 40 2 0 0 0 0 32 43 1 0 0 0 0 33 4 1 1 0 0 0 33 41 1 0 0 0 0 41 46 1 0 0 0 0 45 47 1 0 0 0 0 45 48 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	586.28
ALogP	-2.7949
MLogP	3.99
XLogP	3.633
HDA	9
HBD	1
Rotatable Bonds	9
TPSA	112.51
RO5 Violation	0