NPASS drugs

Drug Information

Drug ID:	NPD3777
Drug Name:	Rubitecan
Molecular Formula:	C20H15N3O6
Canonical SMILES:	CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4cccc(c4cc3Cn1c2=O)N(=O)=O
Standard InCHI:	InChI=1S/C20H15N3O6/c1-2-20(26)13-7-16-17-10(8-22(16)18(24)12(13)9-29-19(20)25)6-11-14(21-17)4-3-5-15(11)23(27)28/h3-7,26H,2,8-9H2,1H3/t20-/m0/s1
Standard InCHIKey:	VHXNKPBCCMUMSW-FQEVSTJZSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3777

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	215
0.1-0.2	1522
0.2-0.3	7866
0.3-0.4	14394
0.4-0.5	3893
0.5-0.6	2201
0.6-0.7	777
0.7-0.8	11
0.8-0.85	4
0.85-0.9	5
0.9-0.95	2
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	0.9348	NPC192674
High Similarity	0.9282	NPC129909
High Similarity	0.8962	NPC61435
High Similarity	0.8956	NPC311858
High Similarity	0.8846	NPC470003
High Similarity	0.8571	NPC28848
High Similarity	0.8571	NPC14325
Intermediate Similarity	0.8358	NPC74562
Intermediate Similarity	0.8358	NPC316181
Intermediate Similarity	0.8358	NPC151781
Intermediate Similarity	0.8116	NPC128115
Intermediate Similarity	0.7805	NPC477548
Intermediate Similarity	0.7435	NPC65080
Intermediate Similarity	0.7347	NPC24864
Intermediate Similarity	0.7128	NPC281094
Intermediate Similarity	0.7104	NPC277157
Intermediate Similarity	0.7067	NPC239954
Intermediate Similarity	0.7067	NPC212213
Intermediate Similarity	0.7049	NPC238499
Intermediate Similarity	0.7019	NPC469736
Intermediate Similarity	0.7005	NPC289299
Intermediate Similarity	0.7005	NPC57994
Remote Similarity	0.699	NPC32534
Remote Similarity	0.6986	NPC168911
Remote Similarity	0.6971	NPC245916
Remote Similarity	0.6963	NPC474905
Remote Similarity	0.6901	NPC476115
Remote Similarity	0.69	NPC326575
Remote Similarity	0.6887	NPC471944
Remote Similarity	0.6878	NPC472323
Remote Similarity	0.6875	NPC198673
Remote Similarity	0.6872	NPC241024
Remote Similarity	0.6866	NPC12649
Remote Similarity	0.6862	NPC478186
Remote Similarity	0.686	NPC117244
Remote Similarity	0.686	NPC473763
Remote Similarity	0.6854	NPC123019
Remote Similarity	0.6845	NPC175474
Remote Similarity	0.6842	NPC220151
Remote Similarity	0.6842	NPC19692
Remote Similarity	0.684	NPC470497
Remote Similarity	0.684	NPC184225
Remote Similarity	0.6837	NPC277350
Remote Similarity	0.6829	NPC66210
Remote Similarity	0.6827	NPC55493
Remote Similarity	0.6825	NPC470499
Remote Similarity	0.6809	NPC470440
Remote Similarity	0.6802	NPC82070
Remote Similarity	0.6802	NPC470509
Remote Similarity	0.6786	NPC478182
Remote Similarity	0.678	NPC79062
Remote Similarity	0.678	NPC472107
Remote Similarity	0.6773	NPC317752
Remote Similarity	0.6771	NPC52254
Remote Similarity	0.6766	NPC472122
Remote Similarity	0.6766	NPC24594
Remote Similarity	0.6765	NPC472104
Remote Similarity	0.6763	NPC63199
Remote Similarity	0.6763	NPC111602
Remote Similarity	0.6763	NPC102338
Remote Similarity	0.6763	NPC196251
Remote Similarity	0.6761	NPC312870
Remote Similarity	0.6761	NPC199851
Remote Similarity	0.6761	NPC254240
Remote Similarity	0.6761	NPC294909
Remote Similarity	0.6761	NPC128265
Remote Similarity	0.6749	NPC15840
Remote Similarity	0.6748	NPC478077
Remote Similarity	0.6745	NPC52557
Remote Similarity	0.6736	NPC471458
Remote Similarity	0.6735	NPC194881
Remote Similarity	0.6732	NPC258480
Remote Similarity	0.6732	NPC472119
Remote Similarity	0.673	NPC102592
Remote Similarity	0.673	NPC79356
Remote Similarity	0.6727	NPC235900
Remote Similarity	0.6727	NPC318299
Remote Similarity	0.6726	NPC174788
Remote Similarity	0.6722	NPC472435
Remote Similarity	0.6718	NPC293487
Remote Similarity	0.6712	NPC85273
Remote Similarity	0.6712	NPC476114
Remote Similarity	0.6701	NPC478184
Remote Similarity	0.67	NPC470498
Remote Similarity	0.67	NPC133261
Remote Similarity	0.6699	NPC280290
Remote Similarity	0.6699	NPC472097
Remote Similarity	0.6698	NPC295898
Remote Similarity	0.6682	NPC195461
Remote Similarity	0.6682	NPC81654
Remote Similarity	0.6682	NPC79129
Remote Similarity	0.6682	NPC249150
Remote Similarity	0.6682	NPC49196
Remote Similarity	0.6682	NPC474121
Remote Similarity	0.6682	NPC313985
Remote Similarity	0.6667	NPC470785
Remote Similarity	0.6667	NPC472113
Remote Similarity	0.6667	NPC299594
Remote Similarity	0.6667	NPC471284
Remote Similarity	0.6667	NPC187827
Remote Similarity	0.6667	NPC91179
Remote Similarity	0.6667	NPC472105
Remote Similarity	0.6667	NPC470784
Remote Similarity	0.6667	NPC474916
Remote Similarity	0.6667	NPC474183
Remote Similarity	0.6667	NPC477979
Remote Similarity	0.6652	NPC475271
Remote Similarity	0.665	NPC21429
Remote Similarity	0.6639	NPC472436
Remote Similarity	0.6637	NPC274982
Remote Similarity	0.6636	NPC32200
Remote Similarity	0.6634	NPC113626
Remote Similarity	0.6634	NPC469938
Remote Similarity	0.6633	NPC478183
Remote Similarity	0.6624	NPC184680
Remote Similarity	0.6618	NPC270009
Remote Similarity	0.6618	NPC282103
Remote Similarity	0.6616	NPC8104
Remote Similarity	0.6607	NPC96131
Remote Similarity	0.6607	NPC312645
Remote Similarity	0.6606	NPC238457
Remote Similarity	0.6606	NPC317373
Remote Similarity	0.6605	NPC214428
Remote Similarity	0.6603	NPC46413
Remote Similarity	0.6602	NPC472110
Remote Similarity	0.6602	NPC472109
Remote Similarity	0.6602	NPC472444
Remote Similarity	0.6602	NPC139291
Remote Similarity	0.6602	NPC469358
Remote Similarity	0.6602	NPC472108
Remote Similarity	0.6602	NPC143533
Remote Similarity	0.6599	NPC473320
Remote Similarity	0.6589	NPC149708
Remote Similarity	0.6589	NPC102008
Remote Similarity	0.6589	NPC50503
Remote Similarity	0.6585	NPC73994
Remote Similarity	0.6584	NPC161861
Remote Similarity	0.6571	NPC472112
Remote Similarity	0.6571	NPC314333
Remote Similarity	0.657	NPC228835
Remote Similarity	0.6569	NPC211997
Remote Similarity	0.6569	NPC234987
Remote Similarity	0.6567	NPC91895
Remote Similarity	0.6566	NPC478185
Remote Similarity	0.6564	NPC470507
Remote Similarity	0.656	NPC327592
Remote Similarity	0.6547	NPC89508
Remote Similarity	0.6538	NPC263937
Remote Similarity	0.6538	NPC94428
Remote Similarity	0.6538	NPC133003
Remote Similarity	0.6538	NPC62510
Remote Similarity	0.6537	NPC472443
Remote Similarity	0.6537	NPC11126
Remote Similarity	0.6535	NPC155444
Remote Similarity	0.6533	NPC469541
Remote Similarity	0.6533	NPC271734
Remote Similarity	0.6531	NPC469536
Remote Similarity	0.653	NPC313345
Remote Similarity	0.653	NPC315638
Remote Similarity	0.653	NPC313796
Remote Similarity	0.653	NPC314855
Remote Similarity	0.6529	NPC14812
Remote Similarity	0.6528	NPC37548
Remote Similarity	0.6526	NPC20144
Remote Similarity	0.6524	NPC89987
Remote Similarity	0.652	NPC134586
Remote Similarity	0.652	NPC84347
Remote Similarity	0.6515	NPC255229
Remote Similarity	0.6515	NPC81229
Remote Similarity	0.6514	NPC200836
Remote Similarity	0.6514	NPC53144
Remote Similarity	0.6507	NPC194040
Remote Similarity	0.6507	NPC141612
Remote Similarity	0.6507	NPC135601
Remote Similarity	0.6507	NPC90415
Remote Similarity	0.6507	NPC17273
Remote Similarity	0.6502	NPC244856
Remote Similarity	0.6502	NPC472123
Remote Similarity	0.6502	NPC264176
Remote Similarity	0.65	NPC314297
Remote Similarity	0.65	NPC315545
Remote Similarity	0.6498	NPC300183
Remote Similarity	0.6496	NPC323752
Remote Similarity	0.6496	NPC141053
Remote Similarity	0.6496	NPC323198
Remote Similarity	0.6495	NPC472116
Remote Similarity	0.6491	NPC2395
Remote Similarity	0.649	NPC165495
Remote Similarity	0.649	NPC203635
Remote Similarity	0.6486	NPC314834
Remote Similarity	0.6484	NPC314648
Remote Similarity	0.6481	NPC81535
Remote Similarity	0.6478	NPC473449
Remote Similarity	0.6471	NPC287208
Remote Similarity	0.6471	NPC99891
Remote Similarity	0.6468	NPC328318
Remote Similarity	0.6468	NPC328596
Remote Similarity	0.6468	NPC162730
Remote Similarity	0.6468	NPC211813
Remote Similarity	0.6465	NPC232130

Drug Structure

NPD3777 OpenBabel08211704332D 30 34 0 0 1 0 0 0 0 0999 V2000 -2.3586 2.3298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3444 2.3296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3751 0.9690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5373 1.4525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3753 0.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8628 -0.4822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5123 1.4512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1880 -0.4826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8378 -0.4835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0251 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6999 0.0013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6754 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6752 0.9676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6997 0.9686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5377 -0.4822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3500 0.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0249 0.9683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5127 -0.4829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8374 1.4511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.8624 1.4519 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3502 0.0007 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.5379 -1.4964 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5129 -1.4829 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8786 1.4742 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3301 2.3294 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6597 -2.0036 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4163 -2.0033 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 -0.8371 3.2078 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 14 1 0 0 0 0 5 15 2 0 0 0 0 6 10 2 0 0 0 0 6 11 1 0 0 0 0 7 13 1 0 0 0 0 7 16 2 0 0 0 0 8 10 1 0 0 0 0 8 22 1 0 0 0 0 9 12 1 0 0 0 0 9 29 1 0 0 0 0 10 17 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 13 2 0 0 0 0 12 18 1 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 22 1 0 0 0 0 17 21 2 0 0 0 0 18 22 1 0 0 0 0 18 24 2 0 0 0 0 19 20 1 0 0 0 0 19 25 2 0 0 0 0 19 29 1 0 0 0 0 20 2 1 1 0 0 0 20 26 1 0 0 0 0 23 27 2 0 0 0 0 23 28 2 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000115; DIB008120
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	472335
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.10
ALogP	-0.9269
MLogP	2.67
XLogP	1.809
HDA	6
HBD	1
Rotatable Bonds	5
TPSA	122.87
RO5 Violation	0