NPASS drugs

Drug Information

Drug ID:	NPD3785
Drug Name:
Molecular Formula:	C20H16N2O4
Canonical SMILES:	CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccccc4cc3Cn1c2=O
Standard InCHI:	InChI=1S/C20H16N2O4/c1-2-20(25)14-8-16-17-12(7-11-5-3-4-6-15(11)21-17)9-22(16)18(23)13(14)10-26-19(20)24/h3-8,25H,2,9-10H2,1H3/t20-/m0/s1
Standard InCHIKey:	VSJKWCGYPAHWDS-FQEVSTJZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3785

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	180
0.1-0.2	1186
0.2-0.3	5551
0.3-0.4	12465
0.4-0.5	7951
0.5-0.6	2112
0.6-0.7	1308
0.7-0.8	125
0.8-0.85	1
0.85-0.9	4
0.9-0.95	2
0.95-1	5

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	1.0	NPC129909
High Similarity	0.9649	NPC61435
High Similarity	0.9647	NPC311858
High Similarity	0.9602	NPC192674
High Similarity	0.9529	NPC470003
High Similarity	0.9235	NPC28848
High Similarity	0.9235	NPC14325
High Similarity	0.8942	NPC151781
High Similarity	0.8942	NPC316181
High Similarity	0.8942	NPC74562
High Similarity	0.8667	NPC128115
Intermediate Similarity	0.8342	NPC477548
Intermediate Similarity	0.7889	NPC65080
Intermediate Similarity	0.7784	NPC24864
Intermediate Similarity	0.7571	NPC281094
Intermediate Similarity	0.75	NPC238499
Intermediate Similarity	0.7487	NPC289299
Intermediate Similarity	0.7487	NPC57994
Intermediate Similarity	0.7462	NPC212213
Intermediate Similarity	0.7462	NPC239954
Intermediate Similarity	0.7449	NPC245916
Intermediate Similarity	0.7426	NPC474905
Intermediate Similarity	0.7394	NPC326575
Intermediate Similarity	0.7374	NPC168911
Intermediate Similarity	0.7363	NPC476115
Intermediate Similarity	0.7358	NPC472323
Intermediate Similarity	0.7337	NPC241024
Intermediate Similarity	0.732	NPC175474
Intermediate Similarity	0.7313	NPC123019
Intermediate Similarity	0.731	NPC220151
Intermediate Similarity	0.731	NPC19692
Intermediate Similarity	0.7306	NPC66210
Intermediate Similarity	0.7297	NPC470509
Intermediate Similarity	0.7296	NPC55493
Intermediate Similarity	0.7291	NPC277350
Intermediate Similarity	0.7288	NPC478186
Intermediate Similarity	0.7283	NPC478182
Intermediate Similarity	0.7264	NPC471944
Intermediate Similarity	0.7263	NPC12649
Intermediate Similarity	0.7259	NPC198673
Intermediate Similarity	0.7257	NPC277157
Intermediate Similarity	0.7254	NPC472107
Intermediate Similarity	0.7254	NPC79062
Intermediate Similarity	0.7249	NPC472122
Intermediate Similarity	0.7249	NPC24594
Intermediate Similarity	0.724	NPC472104
Intermediate Similarity	0.7238	NPC471458
Intermediate Similarity	0.7238	NPC82070
Intermediate Similarity	0.7232	NPC470440
Intermediate Similarity	0.7231	NPC111602
Intermediate Similarity	0.7231	NPC102338
Intermediate Similarity	0.7231	NPC196251
Intermediate Similarity	0.7231	NPC63199
Intermediate Similarity	0.7228	NPC194881
Intermediate Similarity	0.7225	NPC15840
Intermediate Similarity	0.7216	NPC478077
Intermediate Similarity	0.7214	NPC254240
Intermediate Similarity	0.7214	NPC312870
Intermediate Similarity	0.7214	NPC128265
Intermediate Similarity	0.7214	NPC294909
Intermediate Similarity	0.7214	NPC199851
Intermediate Similarity	0.7204	NPC52254
Intermediate Similarity	0.7202	NPC258480
Intermediate Similarity	0.7202	NPC472119
Intermediate Similarity	0.72	NPC52557
Intermediate Similarity	0.7173	NPC133261
Intermediate Similarity	0.7165	NPC280290
Intermediate Similarity	0.7163	NPC235900
Intermediate Similarity	0.7158	NPC299594
Intermediate Similarity	0.7157	NPC472097
Intermediate Similarity	0.7156	NPC174788
Intermediate Similarity	0.715	NPC469736
Intermediate Similarity	0.7143	NPC476114
Intermediate Similarity	0.7135	NPC187827
Intermediate Similarity	0.7135	NPC91179
Intermediate Similarity	0.7135	NPC472105
Intermediate Similarity	0.7129	NPC249150
Intermediate Similarity	0.7129	NPC49196
Intermediate Similarity	0.7129	NPC81654
Intermediate Similarity	0.7129	NPC79129
Intermediate Similarity	0.7129	NPC313985
Intermediate Similarity	0.7129	NPC195461
Intermediate Similarity	0.7121	NPC472113
Intermediate Similarity	0.712	NPC293487
Intermediate Similarity	0.7118	NPC472435
Intermediate Similarity	0.7105	NPC469938
Intermediate Similarity	0.71	NPC79356
Intermediate Similarity	0.71	NPC102592
Intermediate Similarity	0.7098	NPC113626
Intermediate Similarity	0.7097	NPC8104
Intermediate Similarity	0.7097	NPC478184
Intermediate Similarity	0.7095	NPC471284
Intermediate Similarity	0.7095	NPC477979
Intermediate Similarity	0.709	NPC470498
Intermediate Similarity	0.7083	NPC270009
Intermediate Similarity	0.7081	NPC473320
Intermediate Similarity	0.7079	NPC32200
Intermediate Similarity	0.7072	NPC470785
Intermediate Similarity	0.7072	NPC470784
Intermediate Similarity	0.7072	NPC474183
Intermediate Similarity	0.7071	NPC117244
Intermediate Similarity	0.7071	NPC473763
Intermediate Similarity	0.707	NPC475271
Intermediate Similarity	0.7062	NPC139291
Intermediate Similarity	0.7062	NPC472444
Intermediate Similarity	0.7062	NPC472110
Intermediate Similarity	0.7062	NPC143533
Intermediate Similarity	0.7062	NPC472109
Intermediate Similarity	0.7062	NPC472108
Intermediate Similarity	0.7059	NPC295898
Intermediate Similarity	0.7056	NPC46413
Intermediate Similarity	0.7053	NPC161861
Intermediate Similarity	0.7049	NPC470507
Intermediate Similarity	0.7048	NPC317752
Intermediate Similarity	0.7044	NPC214428
Intermediate Similarity	0.7044	NPC470497
Intermediate Similarity	0.7039	NPC238457
Intermediate Similarity	0.7031	NPC234987
Intermediate Similarity	0.7031	NPC211997
Intermediate Similarity	0.703	NPC474916
Intermediate Similarity	0.703	NPC102008
Intermediate Similarity	0.703	NPC470499
Intermediate Similarity	0.703	NPC149708
Intermediate Similarity	0.703	NPC50503
Intermediate Similarity	0.7028	NPC96131
Intermediate Similarity	0.7028	NPC312645
Intermediate Similarity	0.7027	NPC184680
Intermediate Similarity	0.7026	NPC21429
Intermediate Similarity	0.7026	NPC472436
Intermediate Similarity	0.7026	NPC228835
Intermediate Similarity	0.7022	NPC20144
Intermediate Similarity	0.7021	NPC478183
Intermediate Similarity	0.702	NPC472112
Intermediate Similarity	0.702	NPC314333
Intermediate Similarity	0.7017	NPC37548
Intermediate Similarity	0.7005	NPC271734
Intermediate Similarity	0.7	NPC318299
Remote Similarity	0.6995	NPC11126
Remote Similarity	0.6995	NPC472443
Remote Similarity	0.699	NPC133003
Remote Similarity	0.699	NPC62510
Remote Similarity	0.6989	NPC255229
Remote Similarity	0.6989	NPC81229
Remote Similarity	0.6979	NPC134586
Remote Similarity	0.6979	NPC84347
Remote Similarity	0.6974	NPC469358
Remote Similarity	0.6963	NPC472123
Remote Similarity	0.6959	NPC73994
Remote Similarity	0.6957	NPC313345
Remote Similarity	0.6957	NPC313796
Remote Similarity	0.6957	NPC314855
Remote Similarity	0.6957	NPC315638
Remote Similarity	0.6954	NPC135601
Remote Similarity	0.6954	NPC90415
Remote Similarity	0.6954	NPC141612
Remote Similarity	0.6954	NPC17273
Remote Similarity	0.6952	NPC478185
Remote Similarity	0.6949	NPC104483
Remote Similarity	0.6947	NPC91895
Remote Similarity	0.6947	NPC32534
Remote Similarity	0.6944	NPC155444
Remote Similarity	0.6939	NPC203635
Remote Similarity	0.6937	NPC263937
Remote Similarity	0.6937	NPC94428
Remote Similarity	0.6931	NPC472116
Remote Similarity	0.6927	NPC300183
Remote Similarity	0.6923	NPC89987
Remote Similarity	0.6923	NPC187951
Remote Similarity	0.6923	NPC315545
Remote Similarity	0.6923	NPC314297
Remote Similarity	0.6919	NPC244856
Remote Similarity	0.6919	NPC264176
Remote Similarity	0.6915	NPC271797
Remote Similarity	0.6915	NPC21174
Remote Similarity	0.6913	NPC14812
Remote Similarity	0.6911	NPC158129
Remote Similarity	0.6911	NPC6982
Remote Similarity	0.6908	NPC314648
Remote Similarity	0.6907	NPC248462
Remote Similarity	0.6905	NPC314834
Remote Similarity	0.6898	NPC2395
Remote Similarity	0.6895	NPC317430
Remote Similarity	0.6892	NPC323198
Remote Similarity	0.6892	NPC323752
Remote Similarity	0.6889	NPC242556
Remote Similarity	0.6888	NPC470205
Remote Similarity	0.6888	NPC243058
Remote Similarity	0.6887	NPC89508
Remote Similarity	0.6884	NPC34271
Remote Similarity	0.6881	NPC473449
Remote Similarity	0.6875	NPC34508
Remote Similarity	0.6875	NPC317373
Remote Similarity	0.6869	NPC194040
Remote Similarity	0.6866	NPC478141
Remote Similarity	0.6865	NPC38736
Remote Similarity	0.686	NPC200836
Remote Similarity	0.686	NPC53144
Remote Similarity	0.6858	NPC99891
Remote Similarity	0.6857	NPC478158
Remote Similarity	0.6854	NPC478157

Drug Structure

NPD3785 OpenBabel08211704332D 27 31 0 0 1 0 0 0 0 0999 V2000 -2.3619 2.3331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3463 2.3329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3872 0.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3870 0.9704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5484 -0.4828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5480 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8712 -0.4829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5159 1.4533 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1940 -0.4833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8390 -0.4842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7094 0.0013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0322 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6778 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6776 0.9690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7092 0.9700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3548 0.9694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0320 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5163 -0.4836 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8386 1.4532 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.8708 1.4539 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3550 0.0007 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5165 -1.4836 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8799 1.4763 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3306 2.3327 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 -0.8383 3.2124 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 11 2 0 0 0 0 6 15 2 0 0 0 0 7 11 1 0 0 0 0 7 12 2 0 0 0 0 8 14 1 0 0 0 0 8 16 2 0 0 0 0 9 12 1 0 0 0 0 9 22 1 0 0 0 0 10 13 1 0 0 0 0 10 26 1 0 0 0 0 11 15 1 0 0 0 0 12 17 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 20 1 0 0 0 0 15 21 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 23 2 0 0 0 0 19 20 1 0 0 0 0 19 24 2 0 0 0 0 19 26 1 0 0 0 0 20 2 1 1 0 0 0 20 25 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000385
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24360
ChEBI
CAS Number

Drug Properties

Molecular Weight	348.11
ALogP	-1.587
MLogP	3
XLogP	2.133
HDA	6
HBD	1
Rotatable Bonds	3
TPSA	79.73
RO5 Violation	0