NPASS drugs

Drug Information

Drug ID:	NPD6206
Drug Name:	Gimatecan
Molecular Formula:	C25H25N3O5
Canonical SMILES:	CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccccc4c(c3Cn1c2=O)/C=N/OC(C)(C)C
Standard InCHI:	InChI=1S/C25H25N3O5/c1-5-25(31)18-10-20-21-16(12-28(20)22(29)17(18)13-32-23(25)30)15(11-26-33-24(2,3)4)14-8-6-7-9-19(14)27-21/h6-11,31H,5,12-13H2,1-4H3/b26-11+/t25-/m0/s1
Standard InCHIKey:	UIVFUQKYVFCEKJ-OPTOVBNMSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6206

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	184
0.1-0.2	1214
0.2-0.3	5811
0.3-0.4	13513
0.4-0.5	6766
0.5-0.6	1946
0.6-0.7	1343
0.7-0.8	101
0.8-0.85	2
0.85-0.9	5
0.9-0.95	4
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	0.9713	NPC129909
High Similarity	0.9375	NPC61435
High Similarity	0.9371	NPC311858
High Similarity	0.9337	NPC192674
High Similarity	0.9257	NPC470003
High Similarity	0.8971	NPC14325
High Similarity	0.8971	NPC28848
High Similarity	0.8711	NPC74562
High Similarity	0.8711	NPC316181
High Similarity	0.8711	NPC151781
Intermediate Similarity	0.845	NPC128115
Intermediate Similarity	0.8223	NPC477548
Intermediate Similarity	0.7861	NPC24864
Intermediate Similarity	0.7772	NPC65080
Intermediate Similarity	0.7538	NPC212213
Intermediate Similarity	0.7538	NPC239954
Intermediate Similarity	0.7459	NPC281094
Intermediate Similarity	0.745	NPC168911
Intermediate Similarity	0.7387	NPC289299
Intermediate Similarity	0.7387	NPC57994
Intermediate Similarity	0.7366	NPC478182
Intermediate Similarity	0.735	NPC245916
Intermediate Similarity	0.7344	NPC12649
Intermediate Similarity	0.7337	NPC198673
Intermediate Similarity	0.733	NPC474905
Intermediate Similarity	0.7323	NPC117244
Intermediate Similarity	0.7323	NPC473763
Intermediate Similarity	0.7292	NPC326575
Intermediate Similarity	0.7291	NPC470497
Intermediate Similarity	0.7288	NPC238499
Intermediate Similarity	0.7277	NPC470499
Intermediate Similarity	0.7268	NPC476115
Intermediate Similarity	0.7259	NPC472323
Intermediate Similarity	0.7247	NPC277157
Intermediate Similarity	0.7245	NPC280290
Intermediate Similarity	0.7241	NPC241024
Intermediate Similarity	0.7228	NPC469736
Intermediate Similarity	0.7222	NPC175474
Intermediate Similarity	0.722	NPC123019
Intermediate Similarity	0.7214	NPC220151
Intermediate Similarity	0.7214	NPC19692
Intermediate Similarity	0.7211	NPC32534
Intermediate Similarity	0.7208	NPC66210
Intermediate Similarity	0.7204	NPC293487
Intermediate Similarity	0.72	NPC55493
Intermediate Similarity	0.7198	NPC277350
Intermediate Similarity	0.7196	NPC470509
Intermediate Similarity	0.7186	NPC472435
Intermediate Similarity	0.7182	NPC478186
Intermediate Similarity	0.7181	NPC478184
Intermediate Similarity	0.7173	NPC470498
Intermediate Similarity	0.7171	NPC471944
Intermediate Similarity	0.7157	NPC472107
Intermediate Similarity	0.7157	NPC79062
Intermediate Similarity	0.715	NPC24594
Intermediate Similarity	0.715	NPC82070
Intermediate Similarity	0.715	NPC472122
Intermediate Similarity	0.7143	NPC472104
Intermediate Similarity	0.7136	NPC102338
Intermediate Similarity	0.7136	NPC111602
Intermediate Similarity	0.7136	NPC63199
Intermediate Similarity	0.7136	NPC196251
Intermediate Similarity	0.7135	NPC471458
Intermediate Similarity	0.7128	NPC15840
Intermediate Similarity	0.7128	NPC194881
Intermediate Similarity	0.7127	NPC470440
Intermediate Similarity	0.7123	NPC317752
Intermediate Similarity	0.7122	NPC128265
Intermediate Similarity	0.7122	NPC294909
Intermediate Similarity	0.7122	NPC254240
Intermediate Similarity	0.7122	NPC312870
Intermediate Similarity	0.7122	NPC199851
Intermediate Similarity	0.7121	NPC478077
Intermediate Similarity	0.7116	NPC52254
Intermediate Similarity	0.7115	NPC238457
Intermediate Similarity	0.7108	NPC52557
Intermediate Similarity	0.7108	NPC474916
Intermediate Similarity	0.7108	NPC149708
Intermediate Similarity	0.7107	NPC472119
Intermediate Similarity	0.7107	NPC258480
Intermediate Similarity	0.7107	NPC228835
Intermediate Similarity	0.7105	NPC478183
Intermediate Similarity	0.7098	NPC469938
Intermediate Similarity	0.7094	NPC472436
Intermediate Similarity	0.7077	NPC133261
Intermediate Similarity	0.7077	NPC11126
Intermediate Similarity	0.7075	NPC318299
Intermediate Similarity	0.7075	NPC235900
Intermediate Similarity	0.7071	NPC62510
Intermediate Similarity	0.707	NPC174788
Intermediate Similarity	0.7065	NPC472097
Intermediate Similarity	0.7059	NPC299594
Intermediate Similarity	0.7056	NPC469358
Intermediate Similarity	0.7056	NPC476114
Intermediate Similarity	0.7041	NPC472105
Intermediate Similarity	0.7041	NPC91179
Intermediate Similarity	0.7041	NPC187827
Intermediate Similarity	0.7039	NPC49196
Intermediate Similarity	0.7039	NPC249150
Intermediate Similarity	0.7039	NPC79129
Intermediate Similarity	0.7039	NPC81654
Intermediate Similarity	0.7039	NPC195461
Intermediate Similarity	0.7039	NPC313985
Intermediate Similarity	0.7037	NPC478185
Intermediate Similarity	0.7031	NPC91895
Intermediate Similarity	0.703	NPC472113
Intermediate Similarity	0.7018	NPC155444
Intermediate Similarity	0.701	NPC102592
Intermediate Similarity	0.701	NPC79356
Intermediate Similarity	0.7009	NPC471284
Intermediate Similarity	0.7009	NPC477979
Intermediate Similarity	0.7005	NPC113626
Intermediate Similarity	0.7005	NPC300183
Remote Similarity	0.6996	NPC89987
Remote Similarity	0.6991	NPC470784
Remote Similarity	0.6991	NPC474183
Remote Similarity	0.6991	NPC470785
Remote Similarity	0.699	NPC32200
Remote Similarity	0.699	NPC270009
Remote Similarity	0.699	NPC248462
Remote Similarity	0.6986	NPC475271
Remote Similarity	0.6985	NPC282103
Remote Similarity	0.6984	NPC473320
Remote Similarity	0.6972	NPC2395
Remote Similarity	0.6971	NPC295898
Remote Similarity	0.697	NPC139291
Remote Similarity	0.697	NPC472110
Remote Similarity	0.697	NPC472108
Remote Similarity	0.697	NPC472109
Remote Similarity	0.697	NPC472444
Remote Similarity	0.697	NPC143533
Remote Similarity	0.6965	NPC46413
Remote Similarity	0.6964	NPC323752
Remote Similarity	0.6959	NPC161861
Remote Similarity	0.6957	NPC214428
Remote Similarity	0.6954	NPC73994
Remote Similarity	0.6952	NPC470507
Remote Similarity	0.6952	NPC317373
Remote Similarity	0.6947	NPC184680
Remote Similarity	0.6944	NPC96131
Remote Similarity	0.6944	NPC312645
Remote Similarity	0.6942	NPC50503
Remote Similarity	0.6942	NPC102008
Remote Similarity	0.6939	NPC211997
Remote Similarity	0.6939	NPC234987
Remote Similarity	0.6938	NPC53144
Remote Similarity	0.6938	NPC200836
Remote Similarity	0.6935	NPC165495
Remote Similarity	0.6935	NPC21429
Remote Similarity	0.6934	NPC478158
Remote Similarity	0.6931	NPC472112
Remote Similarity	0.6931	NPC314333
Remote Similarity	0.693	NPC478157
Remote Similarity	0.693	NPC99891
Remote Similarity	0.6923	NPC20144
Remote Similarity	0.6923	NPC475506
Remote Similarity	0.6919	NPC37548
Remote Similarity	0.6915	NPC17059
Remote Similarity	0.6913	NPC472434
Remote Similarity	0.6912	NPC281049
Remote Similarity	0.6911	NPC271734
Remote Similarity	0.6911	NPC8104
Remote Similarity	0.6908	NPC81535
Remote Similarity	0.6905	NPC327592
Remote Similarity	0.6904	NPC472443
Remote Similarity	0.6901	NPC85273
Remote Similarity	0.69	NPC133003
Remote Similarity	0.6895	NPC255229
Remote Similarity	0.6895	NPC81229
Remote Similarity	0.6892	NPC476491
Remote Similarity	0.689	NPC211813
Remote Similarity	0.689	NPC155143
Remote Similarity	0.6889	NPC141053
Remote Similarity	0.6888	NPC84347
Remote Similarity	0.6888	NPC134586
Remote Similarity	0.6887	NPC287208
Remote Similarity	0.6884	NPC221100
Remote Similarity	0.6884	NPC234078
Remote Similarity	0.6878	NPC294693
Remote Similarity	0.6878	NPC235885
Remote Similarity	0.6878	NPC474121
Remote Similarity	0.6872	NPC313345
Remote Similarity	0.6872	NPC313796
Remote Similarity	0.6872	NPC315638
Remote Similarity	0.6872	NPC314855
Remote Similarity	0.6872	NPC472123
Remote Similarity	0.6866	NPC17273
Remote Similarity	0.6866	NPC135601
Remote Similarity	0.6866	NPC94752
Remote Similarity	0.6866	NPC141612
Remote Similarity	0.6861	NPC191382
Remote Similarity	0.6861	NPC56109
Remote Similarity	0.686	NPC473640
Remote Similarity	0.6858	NPC94428
Remote Similarity	0.6858	NPC170751
Remote Similarity	0.6858	NPC263937
Remote Similarity	0.6854	NPC174758
Remote Similarity	0.6854	NPC174672
Remote Similarity	0.6851	NPC104483
Remote Similarity	0.6847	NPC319232

Drug Structure

NPD6206 OpenBabel08211709092D 34 38 0 0 1 0 0 0 0 0999 V2000 -2.3763 2.3473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3502 -3.6747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9539 -2.7850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2799 -4.5417 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3544 2.3471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4382 0.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4380 0.9762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5943 -0.4858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5939 1.4634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5312 1.4621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9070 -1.4598 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2194 -0.4862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8441 -0.4871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7502 0.0013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9068 -0.4859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0628 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6880 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6878 0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7500 0.9759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3752 0.9752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0626 0.9756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5315 -0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9746 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3815 -3.5731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8437 1.4620 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.6951 -2.0321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9064 1.4628 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3754 0.0007 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5316 -1.4865 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8852 1.4853 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3326 2.3468 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 -6.5935 -3.0008 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8434 3.2319 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 24 1 0 0 0 0 3 24 1 0 0 0 0 4 24 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 14 2 0 0 0 0 9 19 2 0 0 0 0 10 18 1 0 0 0 0 10 20 2 0 0 0 0 11 15 1 0 0 0 0 11 26 2 0 0 0 0 12 16 1 0 0 0 0 12 28 1 0 0 0 0 13 17 1 0 0 0 0 13 32 1 0 0 0 0 14 15 1 0 0 0 0 14 19 1 0 0 0 0 15 16 2 0 0 0 0 16 21 1 0 0 0 0 17 18 2 0 0 0 0 17 22 1 0 0 0 0 18 25 1 0 0 0 0 19 27 1 0 0 0 0 20 21 1 0 0 0 0 20 28 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 25 1 0 0 0 0 23 30 2 0 0 0 0 23 32 1 0 0 0 0 24 33 1 0 0 0 0 25 5 1 1 0 0 0 25 31 1 0 0 0 0 26 33 1 0 0 0 0 31 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010607
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	447.18
ALogP	-0.7417
MLogP	3.33
XLogP	3.922
HDA	6
HBD	1
Rotatable Bonds	9
TPSA	101.32
RO5 Violation	0