NPASS drugs

Drug Information

Drug ID:	NPD4334
Drug Name:	BN-80245
Molecular Formula:	C21H18N2O4
Canonical SMILES:	CCC1(O)CC(=O)OCc2c1cc1c3nc4ccccc4cc3Cn1c2=O
Standard InCHI:	InChI=1S/C21H18N2O4/c1-2-21(26)9-18(24)27-11-14-15(21)8-17-19-13(10-23(17)20(14)25)7-12-5-3-4-6-16(12)22-19/h3-8,26H,2,9-11H2,1H3
Standard InCHIKey:	PAEZRCINULFAGO-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4334

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	179
0.1-0.2	1104
0.2-0.3	4987
0.3-0.4	12164
0.4-0.5	8798
0.5-0.6	1957
0.6-0.7	1506
0.7-0.8	183
0.8-0.85	5
0.85-0.9	2
0.9-0.95	5
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	0.931	NPC129909
High Similarity	0.9186	NPC470003
High Similarity	0.9118	NPC28848
High Similarity	0.9118	NPC14325
High Similarity	0.908	NPC311858
High Similarity	0.8977	NPC61435
High Similarity	0.895	NPC192674
Intermediate Similarity	0.8446	NPC316181
Intermediate Similarity	0.8446	NPC151781
Intermediate Similarity	0.8446	NPC74562
Intermediate Similarity	0.8238	NPC477548
Intermediate Similarity	0.8191	NPC128115
Intermediate Similarity	0.7869	NPC24864
Intermediate Similarity	0.7865	NPC241024
Intermediate Similarity	0.7831	NPC55493
Intermediate Similarity	0.768	NPC65080
Intermediate Similarity	0.7672	NPC175474
Intermediate Similarity	0.7626	NPC277350
Intermediate Similarity	0.7619	NPC472323
Intermediate Similarity	0.7617	NPC245916
Intermediate Similarity	0.7565	NPC19692
Intermediate Similarity	0.7565	NPC220151
Intermediate Similarity	0.7557	NPC281094
Intermediate Similarity	0.7513	NPC471944
Intermediate Similarity	0.7487	NPC196251
Intermediate Similarity	0.7487	NPC15840
Intermediate Similarity	0.7487	NPC111602
Intermediate Similarity	0.7487	NPC63199
Intermediate Similarity	0.7487	NPC102338
Intermediate Similarity	0.7485	NPC238499
Intermediate Similarity	0.7474	NPC66210
Intermediate Similarity	0.7473	NPC326575
Intermediate Similarity	0.746	NPC472119
Intermediate Similarity	0.7449	NPC52557
Intermediate Similarity	0.7449	NPC239954
Intermediate Similarity	0.7449	NPC212213
Intermediate Similarity	0.7447	NPC113626
Intermediate Similarity	0.7423	NPC198673
Intermediate Similarity	0.7421	NPC79062
Intermediate Similarity	0.7421	NPC472107
Intermediate Similarity	0.7419	NPC472122
Intermediate Similarity	0.7419	NPC24594
Intermediate Similarity	0.7407	NPC472104
Intermediate Similarity	0.7394	NPC91179
Intermediate Similarity	0.7382	NPC478077
Intermediate Similarity	0.738	NPC234987
Intermediate Similarity	0.7377	NPC470509
Intermediate Similarity	0.7374	NPC312870
Intermediate Similarity	0.7374	NPC199851
Intermediate Similarity	0.7374	NPC214428
Intermediate Similarity	0.7374	NPC313985
Intermediate Similarity	0.7374	NPC254240
Intermediate Similarity	0.7374	NPC81654
Intermediate Similarity	0.7374	NPC195461
Intermediate Similarity	0.7374	NPC294909
Intermediate Similarity	0.7374	NPC79129
Intermediate Similarity	0.7374	NPC128265
Intermediate Similarity	0.7374	NPC249150
Intermediate Similarity	0.7374	NPC49196
Intermediate Similarity	0.7371	NPC478186
Intermediate Similarity	0.7368	NPC258480
Intermediate Similarity	0.7366	NPC469938
Intermediate Similarity	0.7363	NPC478182
Intermediate Similarity	0.736	NPC168911
Intermediate Similarity	0.736	NPC102008
Intermediate Similarity	0.7358	NPC314333
Intermediate Similarity	0.733	NPC280290
Intermediate Similarity	0.733	NPC477979
Intermediate Similarity	0.7327	NPC474905
Intermediate Similarity	0.732	NPC473763
Intermediate Similarity	0.732	NPC472097
Intermediate Similarity	0.732	NPC117244
Intermediate Similarity	0.7314	NPC470440
Intermediate Similarity	0.7308	NPC194881
Intermediate Similarity	0.7302	NPC187827
Intermediate Similarity	0.7302	NPC472105
Intermediate Similarity	0.7296	NPC474121
Intermediate Similarity	0.7282	NPC472113
Intermediate Similarity	0.7277	NPC315638
Intermediate Similarity	0.7277	NPC313345
Intermediate Similarity	0.7277	NPC313796
Intermediate Similarity	0.7277	NPC314855
Intermediate Similarity	0.7277	NPC228835
Intermediate Similarity	0.7273	NPC50503
Intermediate Similarity	0.7273	NPC474916
Intermediate Similarity	0.7264	NPC476115
Intermediate Similarity	0.7259	NPC79356
Intermediate Similarity	0.7259	NPC102592
Intermediate Similarity	0.7241	NPC315545
Intermediate Similarity	0.7241	NPC314297
Intermediate Similarity	0.7241	NPC277157
Intermediate Similarity	0.7238	NPC299594
Intermediate Similarity	0.7234	NPC84347
Intermediate Similarity	0.7233	NPC475778
Intermediate Similarity	0.7228	NPC314648
Intermediate Similarity	0.7225	NPC143533
Intermediate Similarity	0.7225	NPC82070
Intermediate Similarity	0.7225	NPC472110
Intermediate Similarity	0.7225	NPC472108
Intermediate Similarity	0.7225	NPC472109
Intermediate Similarity	0.7225	NPC139291
Intermediate Similarity	0.7222	NPC470507
Intermediate Similarity	0.722	NPC314834
Intermediate Similarity	0.7219	NPC161861
Intermediate Similarity	0.7214	NPC162730
Intermediate Similarity	0.7208	NPC289299
Intermediate Similarity	0.7208	NPC57994
Intermediate Similarity	0.7202	NPC90415
Intermediate Similarity	0.7198	NPC293487
Intermediate Similarity	0.7198	NPC317752
Intermediate Similarity	0.7196	NPC211997
Intermediate Similarity	0.7192	NPC238457
Intermediate Similarity	0.719	NPC52254
Intermediate Similarity	0.7188	NPC203635
Intermediate Similarity	0.7179	NPC329858
Intermediate Similarity	0.7179	NPC472112
Intermediate Similarity	0.7174	NPC478184
Intermediate Similarity	0.7174	NPC8104
Intermediate Similarity	0.7171	NPC478158
Intermediate Similarity	0.7164	NPC300183
Intermediate Similarity	0.7163	NPC478157
Intermediate Similarity	0.7158	NPC248462
Intermediate Similarity	0.7158	NPC12649
Intermediate Similarity	0.7158	NPC11126
Intermediate Similarity	0.7157	NPC53344
Intermediate Similarity	0.715	NPC133003
Intermediate Similarity	0.715	NPC318299
Intermediate Similarity	0.7143	NPC134586
Intermediate Similarity	0.7143	NPC281049
Intermediate Similarity	0.7143	NPC174788
Intermediate Similarity	0.7136	NPC234999
Intermediate Similarity	0.7135	NPC243058
Intermediate Similarity	0.7129	NPC295898
Intermediate Similarity	0.7129	NPC474116
Intermediate Similarity	0.7129	NPC476114
Intermediate Similarity	0.7113	NPC194040
Intermediate Similarity	0.7105	NPC472435
Intermediate Similarity	0.7098	NPC21429
Intermediate Similarity	0.7097	NPC478183
Intermediate Similarity	0.7095	NPC312645
Intermediate Similarity	0.7095	NPC37548
Intermediate Similarity	0.709	NPC329688
Intermediate Similarity	0.709	NPC189812
Intermediate Similarity	0.7089	NPC478141
Intermediate Similarity	0.7087	NPC469743
Intermediate Similarity	0.7085	NPC472116
Intermediate Similarity	0.7081	NPC271797
Intermediate Similarity	0.7081	NPC271734
Intermediate Similarity	0.7081	NPC21174
Intermediate Similarity	0.7077	NPC17059
Intermediate Similarity	0.7074	NPC158129
Intermediate Similarity	0.7074	NPC6982
Intermediate Similarity	0.7068	NPC270009
Intermediate Similarity	0.7068	NPC133261
Intermediate Similarity	0.7068	NPC219336
Intermediate Similarity	0.7067	NPC264176
Intermediate Similarity	0.7067	NPC472098
Intermediate Similarity	0.7065	NPC255229
Intermediate Similarity	0.7065	NPC81229
Intermediate Similarity	0.7059	NPC317430
Intermediate Similarity	0.7056	NPC475271
Intermediate Similarity	0.7048	NPC148183
Intermediate Similarity	0.7048	NPC152768
Intermediate Similarity	0.7047	NPC159125
Intermediate Similarity	0.7047	NPC470205
Intermediate Similarity	0.7041	NPC46413
Intermediate Similarity	0.7037	NPC34508
Intermediate Similarity	0.7037	NPC472123
Intermediate Similarity	0.7035	NPC294693
Intermediate Similarity	0.7033	NPC471458
Intermediate Similarity	0.7031	NPC469896
Intermediate Similarity	0.703	NPC470497
Intermediate Similarity	0.7029	NPC104483
Intermediate Similarity	0.7027	NPC478185
Intermediate Similarity	0.7026	NPC17273
Intermediate Similarity	0.7026	NPC94752
Intermediate Similarity	0.7026	NPC135601
Intermediate Similarity	0.7026	NPC141612
Intermediate Similarity	0.7024	NPC474145
Intermediate Similarity	0.7024	NPC475841
Intermediate Similarity	0.7024	NPC317373
Intermediate Similarity	0.7023	NPC473449
Intermediate Similarity	0.7021	NPC32534
Intermediate Similarity	0.7021	NPC91895
Intermediate Similarity	0.702	NPC472292
Intermediate Similarity	0.7018	NPC14288
Intermediate Similarity	0.7016	NPC15573
Intermediate Similarity	0.7016	NPC183662
Intermediate Similarity	0.7016	NPC217372
Intermediate Similarity	0.7013	NPC472436
Intermediate Similarity	0.701	NPC200836
Intermediate Similarity	0.701	NPC53144
Intermediate Similarity	0.7006	NPC20144
Intermediate Similarity	0.7	NPC472293
Intermediate Similarity	0.7	NPC187951
Remote Similarity	0.6995	NPC475506
Remote Similarity	0.6995	NPC272174
Remote Similarity	0.6995	NPC472099
Remote Similarity	0.6991	NPC319232
Remote Similarity	0.6991	NPC24370

Drug Structure

NPD4334 OpenBabel08211705262D 28 32 0 0 1 0 0 0 0 0999 V2000 0.7547 2.0931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7460 2.3192 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0373 0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0371 0.9707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1976 -0.4840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1973 1.4553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5187 -0.4841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8400 1.4541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3826 1.3578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 -0.4844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4369 -0.6051 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3578 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6789 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6789 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6791 0.9693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3576 0.9703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8032 0.4841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6787 0.9700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8396 -0.4847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4373 1.5738 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5183 1.4547 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8199 0.4839 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8394 -1.4847 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7372 2.5452 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3823 -0.3895 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0458 3.2906 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 21 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 12 2 0 0 0 0 6 16 2 0 0 0 0 7 12 1 0 0 0 0 7 13 2 0 0 0 0 8 15 1 0 0 0 0 8 17 2 0 0 0 0 9 18 1 0 0 0 0 9 21 1 0 0 0 0 10 13 1 0 0 0 0 10 23 1 0 0 0 0 11 14 1 0 0 0 0 11 27 1 0 0 0 0 12 16 1 0 0 0 0 13 19 1 0 0 0 0 14 15 2 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 23 1 0 0 0 0 18 24 2 0 0 0 0 18 27 1 0 0 0 0 19 22 2 0 0 0 0 20 23 1 0 0 0 0 20 25 2 0 0 0 0 21 26 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000154
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	362.13
ALogP	-1.5522
MLogP	3.11
XLogP	1.696
HDA	6
HBD	1
Rotatable Bonds	3
TPSA	79.73
RO5 Violation	0