NPASS drugs

Drug Information

Drug ID:	NPD7025
Drug Name:	lurtotecan
Molecular Formula:	C28H30N4O6
Canonical SMILES:	CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4cc5OCCOc5cc4c(c3Cn1c2=O)CN1CCN(CC1)C
Standard InCHI:	InChI=1S/C28H30N4O6/c1-3-28(35)20-11-22-25-18(14-32(22)26(33)19(20)15-38-27(28)34)17(13-31-6-4-30(2)5-7-31)16-10-23-24(12-21(16)29-25)37-9-8-36-23/h10-12,35H,3-9,13-15H2,1-2H3/t28-/m0/s1
Standard InCHIKey:	RVFGKBWWUQOIOU-NDEPHWFRSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7025

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	314
0.1-0.2	1766
0.2-0.3	8397
0.3-0.4	4885
0.4-0.5	10888
0.5-0.6	3278
0.6-0.7	1176
0.7-0.8	182
0.8-0.85	0
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	0.8884	NPC128115
High Similarity	0.8692	NPC74562
High Similarity	0.8692	NPC151781
High Similarity	0.8692	NPC316181
Intermediate Similarity	0.7915	NPC470784
Intermediate Similarity	0.7915	NPC474183
Intermediate Similarity	0.7915	NPC470785
Intermediate Similarity	0.7872	NPC184680
Intermediate Similarity	0.784	NPC129909
Intermediate Similarity	0.7782	NPC188400
Intermediate Similarity	0.7739	NPC280272
Intermediate Similarity	0.7733	NPC264176
Intermediate Similarity	0.7729	NPC472099
Intermediate Similarity	0.7727	NPC295898
Intermediate Similarity	0.7703	NPC472111
Intermediate Similarity	0.7699	NPC99891
Intermediate Similarity	0.7679	NPC469589
Intermediate Similarity	0.7655	NPC472098
Intermediate Similarity	0.7642	NPC303374
Intermediate Similarity	0.7621	NPC284685
Intermediate Similarity	0.7597	NPC473449
Intermediate Similarity	0.7591	NPC192674
Intermediate Similarity	0.7581	NPC61435
Intermediate Similarity	0.757	NPC311858
Intermediate Similarity	0.7565	NPC469594
Intermediate Similarity	0.7561	NPC189079
Intermediate Similarity	0.7544	NPC469592
Intermediate Similarity	0.7544	NPC471080
Intermediate Similarity	0.7521	NPC21638
Intermediate Similarity	0.752	NPC133609
Intermediate Similarity	0.7478	NPC148183
Intermediate Similarity	0.7478	NPC152768
Intermediate Similarity	0.7477	NPC470003
Intermediate Similarity	0.747	NPC315634
Intermediate Similarity	0.747	NPC100734
Intermediate Similarity	0.747	NPC88923
Intermediate Similarity	0.7446	NPC305984
Intermediate Similarity	0.7445	NPC174758
Intermediate Similarity	0.7437	NPC217176
Intermediate Similarity	0.7433	NPC260909
Intermediate Similarity	0.743	NPC472435
Intermediate Similarity	0.7424	NPC112206
Intermediate Similarity	0.7424	NPC202605
Intermediate Similarity	0.7424	NPC316981
Intermediate Similarity	0.7414	NPC303658
Intermediate Similarity	0.7411	NPC199277
Intermediate Similarity	0.7411	NPC135887
Intermediate Similarity	0.7401	NPC82548
Intermediate Similarity	0.7386	NPC295228
Intermediate Similarity	0.7355	NPC476995
Intermediate Similarity	0.7353	NPC471762
Intermediate Similarity	0.7353	NPC311906
Intermediate Similarity	0.7353	NPC194740
Intermediate Similarity	0.7348	NPC203168
Intermediate Similarity	0.7346	NPC237901
Intermediate Similarity	0.7346	NPC195788
Intermediate Similarity	0.7341	NPC472436
Intermediate Similarity	0.7336	NPC219664
Intermediate Similarity	0.7325	NPC470931
Intermediate Similarity	0.7325	NPC475910
Intermediate Similarity	0.7321	NPC127178
Intermediate Similarity	0.7314	NPC272549
Intermediate Similarity	0.7312	NPC191489
Intermediate Similarity	0.7311	NPC157931
Intermediate Similarity	0.7295	NPC168922
Intermediate Similarity	0.7293	NPC174672
Intermediate Similarity	0.7281	NPC313189
Intermediate Similarity	0.7277	NPC4071
Intermediate Similarity	0.7277	NPC476578
Intermediate Similarity	0.7277	NPC476582
Intermediate Similarity	0.7273	NPC53069
Intermediate Similarity	0.7273	NPC202768
Intermediate Similarity	0.7273	NPC296482
Intermediate Similarity	0.7273	NPC277351
Intermediate Similarity	0.7269	NPC36229
Intermediate Similarity	0.7269	NPC16452
Intermediate Similarity	0.7269	NPC476581
Intermediate Similarity	0.7265	NPC173080
Intermediate Similarity	0.7253	NPC274982
Intermediate Similarity	0.7244	NPC249040
Intermediate Similarity	0.7243	NPC28848
Intermediate Similarity	0.7243	NPC14325
Intermediate Similarity	0.7241	NPC266931
Intermediate Similarity	0.7231	NPC473105
Intermediate Similarity	0.7224	NPC41501
Intermediate Similarity	0.7224	NPC475816
Intermediate Similarity	0.7218	NPC58209
Intermediate Similarity	0.7218	NPC469734
Intermediate Similarity	0.7215	NPC66083
Intermediate Similarity	0.7208	NPC66777
Intermediate Similarity	0.7208	NPC476994
Intermediate Similarity	0.7208	NPC476997
Intermediate Similarity	0.7186	NPC290689
Intermediate Similarity	0.7184	NPC131486
Intermediate Similarity	0.7184	NPC82472
Intermediate Similarity	0.7183	NPC244543
Intermediate Similarity	0.7182	NPC477186
Intermediate Similarity	0.7178	NPC476996
Intermediate Similarity	0.7178	NPC476998
Intermediate Similarity	0.7177	NPC472434
Intermediate Similarity	0.7172	NPC477549
Intermediate Similarity	0.7171	NPC227824
Intermediate Similarity	0.7169	NPC204385
Intermediate Similarity	0.7162	NPC475841
Intermediate Similarity	0.7162	NPC474145
Intermediate Similarity	0.7149	NPC201508
Intermediate Similarity	0.7149	NPC162484
Intermediate Similarity	0.7149	NPC126556
Intermediate Similarity	0.7149	NPC476999
Intermediate Similarity	0.7149	NPC223427
Intermediate Similarity	0.7149	NPC53144
Intermediate Similarity	0.7143	NPC6786
Intermediate Similarity	0.7137	NPC160100
Intermediate Similarity	0.7137	NPC31930
Intermediate Similarity	0.713	NPC79293
Intermediate Similarity	0.713	NPC53344
Intermediate Similarity	0.713	NPC135549
Intermediate Similarity	0.713	NPC279401
Intermediate Similarity	0.7125	NPC214980
Intermediate Similarity	0.7124	NPC48353
Intermediate Similarity	0.7124	NPC96405
Intermediate Similarity	0.7124	NPC171409
Intermediate Similarity	0.712	NPC1608
Intermediate Similarity	0.7119	NPC473041
Intermediate Similarity	0.7119	NPC96321
Intermediate Similarity	0.7119	NPC475720
Intermediate Similarity	0.7119	NPC474192
Intermediate Similarity	0.7115	NPC329982
Intermediate Similarity	0.7113	NPC65277
Intermediate Similarity	0.7105	NPC211813
Intermediate Similarity	0.7102	NPC291173
Intermediate Similarity	0.7101	NPC60621
Intermediate Similarity	0.7093	NPC11017
Intermediate Similarity	0.7093	NPC329793
Intermediate Similarity	0.709	NPC255800
Intermediate Similarity	0.709	NPC172222
Intermediate Similarity	0.709	NPC96584
Intermediate Similarity	0.7089	NPC193267
Intermediate Similarity	0.7089	NPC17565
Intermediate Similarity	0.7089	NPC213530
Intermediate Similarity	0.7087	NPC478080
Intermediate Similarity	0.7083	NPC97746
Intermediate Similarity	0.7078	NPC477531
Intermediate Similarity	0.7074	NPC469440
Intermediate Similarity	0.707	NPC129897
Intermediate Similarity	0.707	NPC312872
Intermediate Similarity	0.7069	NPC201697
Intermediate Similarity	0.7066	NPC252251
Intermediate Similarity	0.7061	NPC253675
Intermediate Similarity	0.7059	NPC10653
Intermediate Similarity	0.7059	NPC318525
Intermediate Similarity	0.7051	NPC159815
Intermediate Similarity	0.7043	NPC118832
Intermediate Similarity	0.7043	NPC47059
Intermediate Similarity	0.7043	NPC89549
Intermediate Similarity	0.7043	NPC165349
Intermediate Similarity	0.7043	NPC329708
Intermediate Similarity	0.7043	NPC264166
Intermediate Similarity	0.7043	NPC274291
Intermediate Similarity	0.704	NPC81939
Intermediate Similarity	0.7039	NPC269449
Intermediate Similarity	0.7039	NPC471304
Intermediate Similarity	0.7037	NPC209174
Intermediate Similarity	0.7031	NPC291535
Intermediate Similarity	0.7031	NPC475112
Intermediate Similarity	0.7031	NPC475085
Intermediate Similarity	0.7029	NPC477532
Intermediate Similarity	0.7028	NPC166712
Intermediate Similarity	0.7025	NPC248903
Intermediate Similarity	0.7023	NPC473639
Intermediate Similarity	0.702	NPC323198
Intermediate Similarity	0.702	NPC323752
Intermediate Similarity	0.7018	NPC234197
Intermediate Similarity	0.7018	NPC329747
Intermediate Similarity	0.7016	NPC215837
Intermediate Similarity	0.7013	NPC476106
Intermediate Similarity	0.7012	NPC475666
Intermediate Similarity	0.7009	NPC195268
Intermediate Similarity	0.7009	NPC133140
Intermediate Similarity	0.7004	NPC473183
Intermediate Similarity	0.7004	NPC473513
Intermediate Similarity	0.7	NPC148124
Intermediate Similarity	0.7	NPC473460
Intermediate Similarity	0.7	NPC200836
Intermediate Similarity	0.7	NPC118121
Intermediate Similarity	0.7	NPC84478
Remote Similarity	0.6996	NPC477548
Remote Similarity	0.6992	NPC34770
Remote Similarity	0.6992	NPC16066
Remote Similarity	0.6987	NPC477533
Remote Similarity	0.6987	NPC469439
Remote Similarity	0.6986	NPC206201
Remote Similarity	0.6983	NPC26928
Remote Similarity	0.6983	NPC474595
Remote Similarity	0.6979	NPC119722
Remote Similarity	0.6975	NPC473822
Remote Similarity	0.6975	NPC204446
Remote Similarity	0.697	NPC285558
Remote Similarity	0.6969	NPC181081
Remote Similarity	0.6966	NPC85273

Drug Structure

NPD7025 OpenBabel08211711352D 39 45 0 0 1 0 0 0 0 0999 V2000 -2.3860 2.3569 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0963 -3.7644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3600 2.3567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4117 -3.5877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4071 -2.2172 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6205 -3.0131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6158 -1.6425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1676 0.0020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1674 0.9806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6253 -0.4878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5415 1.4681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6250 1.4694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9312 -1.4658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2367 -0.4882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8476 -0.4891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7778 0.0014 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9310 -0.4878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0835 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6949 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6947 0.9789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7776 0.9799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3890 0.9792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4727 0.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4725 0.9802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0833 0.9796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5419 -0.4885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8472 1.4680 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.9306 1.4688 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.3051 -3.1898 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7225 -2.0404 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3892 0.0007 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5420 -1.4885 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8888 1.4914 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3340 2.3564 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3203 -0.4874 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.3199 1.4697 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 -0.8468 3.2451 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 30 1 0 0 0 0 4 6 1 0 0 0 0 4 30 1 0 0 0 0 5 7 1 0 0 0 0 5 30 1 0 0 0 0 6 31 1 0 0 0 0 7 31 1 0 0 0 0 8 9 1 0 0 0 0 8 36 1 0 0 0 0 9 37 1 0 0 0 0 10 16 2 0 0 0 0 10 23 1 0 0 0 0 11 20 1 0 0 0 0 11 22 2 0 0 0 0 12 21 2 0 0 0 0 12 24 1 0 0 0 0 13 17 1 0 0 0 0 13 31 1 0 0 0 0 14 18 1 0 0 0 0 14 32 1 0 0 0 0 15 19 1 0 0 0 0 15 38 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 0 0 0 0 17 18 2 0 0 0 0 18 25 1 0 0 0 0 19 20 2 0 0 0 0 19 26 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 25 1 0 0 0 0 22 32 1 0 0 0 0 23 24 2 0 0 0 0 23 36 1 0 0 0 0 24 37 1 0 0 0 0 25 29 2 0 0 0 0 26 32 1 0 0 0 0 26 33 2 0 0 0 0 27 28 1 0 0 0 0 27 34 2 0 0 0 0 27 38 1 0 0 0 0 28 3 1 1 0 0 0 28 35 1 0 0 0 0 35 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000131; DIB000021
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	60956
ChEBI
CAS Number

Drug Properties

Molecular Weight	518.22
ALogP	-1.6853
MLogP	3.44
XLogP	0.009
HDA	8
HBD	1
Rotatable Bonds	6
TPSA	104.67
RO5 Violation	0