NPASS drugs

Drug Information

Drug ID:	NPD5487
Drug Name:	namitecan
Molecular Formula:	C23H22N4O5
Canonical SMILES:	NCCO/N=C/c1c2Cn3c(c2nc2c1cccc2)cc1c(c3=O)COC(=O)[C@]1(O)CC
Standard InCHI:	InChI=1S/C23H22N4O5/c1-2-23(30)17-9-19-20-15(11-27(19)21(28)16(17)12-31-22(23)29)14(10-25-32-8-7-24)13-5-3-4-6-18(13)26-20/h3-6,9-10,30H,2,7-8,11-12,24H2,1H3/b25-10+/t23-/m0/s1
Standard InCHIKey:	IBTISPLPBBHVSU-UVOOVGFISA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5487

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	197
0.1-0.2	1238
0.2-0.3	6839
0.3-0.4	14316
0.4-0.5	4902
0.5-0.6	1921
0.6-0.7	1342
0.7-0.8	123
0.8-0.85	5
0.85-0.9	3
0.9-0.95	4
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	0.9389	NPC129909
High Similarity	0.9348	NPC192674
High Similarity	0.9066	NPC61435
High Similarity	0.9061	NPC311858
High Similarity	0.895	NPC470003
High Similarity	0.8674	NPC14325
High Similarity	0.8674	NPC28848
Intermediate Similarity	0.845	NPC151781
Intermediate Similarity	0.845	NPC316181
Intermediate Similarity	0.845	NPC74562
Intermediate Similarity	0.825	NPC477548
Intermediate Similarity	0.8204	NPC128115
Intermediate Similarity	0.7617	NPC24864
Intermediate Similarity	0.7526	NPC65080
Intermediate Similarity	0.75	NPC470497
Intermediate Similarity	0.7488	NPC470499
Intermediate Similarity	0.7475	NPC245916
Intermediate Similarity	0.7402	NPC239954
Intermediate Similarity	0.7402	NPC212213
Intermediate Similarity	0.7396	NPC470498
Intermediate Similarity	0.7374	NPC280290
Intermediate Similarity	0.7368	NPC474905
Intermediate Similarity	0.733	NPC470509
Intermediate Similarity	0.7323	NPC228835
Intermediate Similarity	0.7321	NPC277350
Intermediate Similarity	0.7317	NPC168911
Intermediate Similarity	0.7308	NPC476115
Intermediate Similarity	0.7296	NPC11126
Intermediate Similarity	0.7294	NPC155444
Intermediate Similarity	0.7282	NPC241024
Intermediate Similarity	0.7277	NPC117244
Intermediate Similarity	0.7277	NPC473763
Intermediate Similarity	0.7273	NPC471458
Intermediate Similarity	0.7269	NPC82070
Intermediate Similarity	0.7265	NPC89987
Intermediate Similarity	0.7264	NPC175474
Intermediate Similarity	0.726	NPC123019
Intermediate Similarity	0.7255	NPC57994
Intermediate Similarity	0.7255	NPC220151
Intermediate Similarity	0.7255	NPC19692
Intermediate Similarity	0.7255	NPC289299
Intermediate Similarity	0.7241	NPC55493
Intermediate Similarity	0.7232	NPC323752
Intermediate Similarity	0.7219	NPC281094
Intermediate Similarity	0.7217	NPC478158
Intermediate Similarity	0.7212	NPC471944
Intermediate Similarity	0.7212	NPC475506
Intermediate Similarity	0.7209	NPC477979
Intermediate Similarity	0.7209	NPC478157
Intermediate Similarity	0.7208	NPC12649
Intermediate Similarity	0.7206	NPC198673
Intermediate Similarity	0.7196	NPC299594
Intermediate Similarity	0.7189	NPC281049
Intermediate Similarity	0.7186	NPC469358
Intermediate Similarity	0.7182	NPC475271
Intermediate Similarity	0.7178	NPC63199
Intermediate Similarity	0.7178	NPC111602
Intermediate Similarity	0.7178	NPC102338
Intermediate Similarity	0.7178	NPC196251
Intermediate Similarity	0.7177	NPC155143
Intermediate Similarity	0.7176	NPC476114
Intermediate Similarity	0.7174	NPC470440
Intermediate Similarity	0.7172	NPC91179
Intermediate Similarity	0.7164	NPC94752
Intermediate Similarity	0.7163	NPC312870
Intermediate Similarity	0.7163	NPC199851
Intermediate Similarity	0.7163	NPC214428
Intermediate Similarity	0.7163	NPC254240
Intermediate Similarity	0.7163	NPC294909
Intermediate Similarity	0.7163	NPC128265
Intermediate Similarity	0.7156	NPC52254
Intermediate Similarity	0.715	NPC473640
Intermediate Similarity	0.715	NPC52557
Intermediate Similarity	0.7136	NPC79356
Intermediate Similarity	0.7136	NPC102592
Intermediate Similarity	0.7135	NPC478182
Intermediate Similarity	0.7135	NPC478184
Intermediate Similarity	0.713	NPC191382
Intermediate Similarity	0.713	NPC56109
Intermediate Similarity	0.7129	NPC300183
Intermediate Similarity	0.7129	NPC17059
Intermediate Similarity	0.7121	NPC270009
Intermediate Similarity	0.712	NPC473320
Intermediate Similarity	0.7117	NPC24370
Intermediate Similarity	0.7117	NPC319232
Intermediate Similarity	0.7116	NPC235900
Intermediate Similarity	0.7115	NPC293917
Intermediate Similarity	0.7115	NPC32200
Intermediate Similarity	0.711	NPC174788
Intermediate Similarity	0.7105	NPC470785
Intermediate Similarity	0.7105	NPC470784
Intermediate Similarity	0.7101	NPC469736
Intermediate Similarity	0.71	NPC472109
Intermediate Similarity	0.71	NPC472110
Intermediate Similarity	0.7094	NPC213629
Intermediate Similarity	0.7094	NPC46413
Intermediate Similarity	0.7091	NPC2395
Intermediate Similarity	0.709	NPC470507
Intermediate Similarity	0.7087	NPC294693
Intermediate Similarity	0.7085	NPC476491
Intermediate Similarity	0.7081	NPC79129
Intermediate Similarity	0.7081	NPC249150
Intermediate Similarity	0.7081	NPC195461
Intermediate Similarity	0.7081	NPC313985
Intermediate Similarity	0.7081	NPC49196
Intermediate Similarity	0.7081	NPC81654
Intermediate Similarity	0.7076	NPC472435
Intermediate Similarity	0.7073	NPC472113
Intermediate Similarity	0.7071	NPC326575
Intermediate Similarity	0.7065	NPC165495
Intermediate Similarity	0.7064	NPC312645
Intermediate Similarity	0.7061	NPC184680
Intermediate Similarity	0.7059	NPC37548
Intermediate Similarity	0.7056	NPC469938
Intermediate Similarity	0.7051	NPC471284
Intermediate Similarity	0.7049	NPC238499
Intermediate Similarity	0.7047	NPC271734
Intermediate Similarity	0.7044	NPC472323
Intermediate Similarity	0.7037	NPC75634
Intermediate Similarity	0.7037	NPC6865
Intermediate Similarity	0.7037	NPC153980
Intermediate Similarity	0.703	NPC133003
Intermediate Similarity	0.7027	NPC64216
Intermediate Similarity	0.7027	NPC476817
Intermediate Similarity	0.7021	NPC14812
Intermediate Similarity	0.7018	NPC471192
Intermediate Similarity	0.7015	NPC472444
Intermediate Similarity	0.7015	NPC139291
Intermediate Similarity	0.7015	NPC472108
Intermediate Similarity	0.7014	NPC193761
Intermediate Similarity	0.7011	NPC277157
Intermediate Similarity	0.7005	NPC317752
Intermediate Similarity	0.7005	NPC54744
Intermediate Similarity	0.7005	NPC161861
Intermediate Similarity	0.7004	NPC323198
Remote Similarity	0.6996	NPC235885
Remote Similarity	0.6995	NPC66210
Remote Similarity	0.6995	NPC235684
Remote Similarity	0.6995	NPC478077
Remote Similarity	0.6991	NPC72956
Remote Similarity	0.699	NPC32534
Remote Similarity	0.6987	NPC472436
Remote Similarity	0.6986	NPC50503
Remote Similarity	0.6986	NPC96131
Remote Similarity	0.6986	NPC149708
Remote Similarity	0.6985	NPC68354
Remote Similarity	0.6982	NPC478141
Remote Similarity	0.698	NPC21429
Remote Similarity	0.6979	NPC293487
Remote Similarity	0.6977	NPC107077
Remote Similarity	0.6977	NPC223791
Remote Similarity	0.6976	NPC472112
Remote Similarity	0.6976	NPC314333
Remote Similarity	0.6968	NPC272174
Remote Similarity	0.6963	NPC225821
Remote Similarity	0.6963	NPC46225
Remote Similarity	0.6959	NPC311276
Remote Similarity	0.6959	NPC8104
Remote Similarity	0.6959	NPC475778
Remote Similarity	0.6959	NPC40779
Remote Similarity	0.6959	NPC318299
Remote Similarity	0.6954	NPC6982
Remote Similarity	0.6952	NPC478186
Remote Similarity	0.695	NPC133261
Remote Similarity	0.695	NPC176199
Remote Similarity	0.695	NPC219336
Remote Similarity	0.695	NPC472443
Remote Similarity	0.695	NPC215795
Remote Similarity	0.6946	NPC79062
Remote Similarity	0.6946	NPC62510
Remote Similarity	0.6946	NPC472107
Remote Similarity	0.6944	NPC234999
Remote Similarity	0.6943	NPC272549
Remote Similarity	0.6942	NPC243716
Remote Similarity	0.6941	NPC470731
Remote Similarity	0.6935	NPC24594
Remote Similarity	0.6935	NPC472122
Remote Similarity	0.6935	NPC242556
Remote Similarity	0.6934	NPC476874
Remote Similarity	0.6931	NPC472104
Remote Similarity	0.6931	NPC470205
Remote Similarity	0.693	NPC127677
Remote Similarity	0.693	NPC258062
Remote Similarity	0.6927	NPC89508
Remote Similarity	0.6927	NPC221100
Remote Similarity	0.6927	NPC234078
Remote Similarity	0.6923	NPC474121
Remote Similarity	0.6919	NPC472123
Remote Similarity	0.6919	NPC34508
Remote Similarity	0.6916	NPC14288
Remote Similarity	0.6916	NPC238457
Remote Similarity	0.6915	NPC469896
Remote Similarity	0.6915	NPC15840
Remote Similarity	0.6912	NPC17273
Remote Similarity	0.6912	NPC315555
Remote Similarity	0.6912	NPC141612
Remote Similarity	0.6912	NPC135601
Remote Similarity	0.6911	NPC38736
Remote Similarity	0.6907	NPC194881
Remote Similarity	0.6906	NPC312942

Drug Structure

NPD5487 OpenBabel08211708292D 35 39 0 0 1 0 0 0 0 0999 V2000 -2.3779 2.3489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3554 2.3487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4440 0.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4438 0.9769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5995 -0.4861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5991 1.4644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2849 -4.5449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3866 -3.5756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5329 1.4631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9111 -1.4608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2223 -0.4865 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8447 -0.4874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7548 0.0013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9109 -0.4862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0663 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6892 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6890 0.9756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7546 0.9766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3775 0.9759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0661 0.9762 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5333 -0.4869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8443 1.4630 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.0735 -5.1176 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.6997 -2.0335 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9105 1.4638 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3777 0.0007 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5333 -1.4869 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8858 1.4863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3328 2.3485 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 -6.5980 -3.0028 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9718 -6.0869 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.9638 -4.7210 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8439 3.2341 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 13 2 0 0 0 0 6 18 2 0 0 0 0 7 8 1 0 0 0 0 7 24 1 0 0 0 0 8 32 1 0 0 0 0 9 17 1 0 0 0 0 9 19 2 0 0 0 0 10 14 1 0 0 0 0 10 25 2 0 0 0 0 11 15 1 0 0 0 0 11 27 1 0 0 0 0 12 16 1 0 0 0 0 12 31 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 15 2 0 0 0 0 15 20 1 0 0 0 0 16 17 2 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 19 27 1 0 0 0 0 20 26 2 0 0 0 0 21 27 1 0 0 0 0 21 28 2 0 0 0 0 22 23 1 0 0 0 0 22 29 2 0 0 0 0 22 31 1 0 0 0 0 23 2 1 1 0 0 0 23 30 1 0 0 0 0 24 33 1 0 0 0 0 24 34 1 0 0 0 0 25 32 1 0 0 0 0 30 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015955
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	434.16
ALogP	-2.502
MLogP	3
XLogP	1.846
HDA	7
HBD	2
Rotatable Bonds	8
TPSA	127.34
RO5 Violation	0