NPASS drugs

Drug Information

Drug ID:	NPD2789
Drug Name:
Molecular Formula:	C18H16N2O
Canonical SMILES:	Cn1ccc2c(c1)c(C)c1c(=[NH+]c3c1cc(O)cc3)c2C
Standard InCHI:	InChI=1S/C18H16N2O/c1-10-15-9-20(3)7-6-13(15)11(2)18-17(10)14-8-12(21)4-5-16(14)19-18/h4-9,21H,1-3H3/p+1
Standard InCHIKey:	YZQRAQOSAPWELU-UHFFFAOYSA-O
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2789

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	253
0.1-0.2	1323
0.2-0.3	7044
0.3-0.4	5857
0.4-0.5	10296
0.5-0.6	5216
0.6-0.7	869
0.7-0.8	32
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
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
Intermediate Similarity	0.7922	NPC470090
Intermediate Similarity	0.7472	NPC128751
Intermediate Similarity	0.743	NPC106833
Intermediate Similarity	0.743	NPC469497
Intermediate Similarity	0.7355	NPC184437
Intermediate Similarity	0.7278	NPC246700
Intermediate Similarity	0.7263	NPC171171
Intermediate Similarity	0.7216	NPC88363
Intermediate Similarity	0.7191	NPC215747
Intermediate Similarity	0.7191	NPC311936
Intermediate Similarity	0.7191	NPC192939
Intermediate Similarity	0.7175	NPC265383
Intermediate Similarity	0.7158	NPC99666
Intermediate Similarity	0.7151	NPC204717
Intermediate Similarity	0.7151	NPC119579
Intermediate Similarity	0.7135	NPC260118
Intermediate Similarity	0.7126	NPC52475
Intermediate Similarity	0.7117	NPC119569
Intermediate Similarity	0.7111	NPC28425
Intermediate Similarity	0.7111	NPC314002
Intermediate Similarity	0.7097	NPC77555
Intermediate Similarity	0.7095	NPC220765
Intermediate Similarity	0.7088	NPC32771
Intermediate Similarity	0.7083	NPC18614
Intermediate Similarity	0.7055	NPC473804
Intermediate Similarity	0.7047	NPC476116
Intermediate Similarity	0.7033	NPC180253
Intermediate Similarity	0.7033	NPC219170
Intermediate Similarity	0.7027	NPC147957
Intermediate Similarity	0.7016	NPC475070
Intermediate Similarity	0.7005	NPC153042
Intermediate Similarity	0.7	NPC166667
Remote Similarity	0.6984	NPC249040
Remote Similarity	0.6959	NPC291359
Remote Similarity	0.6959	NPC222982
Remote Similarity	0.6927	NPC72980
Remote Similarity	0.6923	NPC268763
Remote Similarity	0.6923	NPC66177
Remote Similarity	0.6923	NPC276060
Remote Similarity	0.6923	NPC8305
Remote Similarity	0.6907	NPC477111
Remote Similarity	0.6903	NPC476249
Remote Similarity	0.6902	NPC22928
Remote Similarity	0.6899	NPC476685
Remote Similarity	0.6899	NPC476689
Remote Similarity	0.6899	NPC476687
Remote Similarity	0.6879	NPC476231
Remote Similarity	0.6872	NPC184964
Remote Similarity	0.6865	NPC112676
Remote Similarity	0.6865	NPC296742
Remote Similarity	0.6865	NPC5630
Remote Similarity	0.6864	NPC184161
Remote Similarity	0.6857	NPC19555
Remote Similarity	0.6855	NPC149379
Remote Similarity	0.6848	NPC69213
Remote Similarity	0.6842	NPC477889
Remote Similarity	0.6835	NPC259665
Remote Similarity	0.6835	NPC126859
Remote Similarity	0.6835	NPC89769
Remote Similarity	0.6823	NPC470678
Remote Similarity	0.6821	NPC235628
Remote Similarity	0.6818	NPC478074
Remote Similarity	0.6813	NPC176127
Remote Similarity	0.6811	NPC224293
Remote Similarity	0.681	NPC170170
Remote Similarity	0.681	NPC211468
Remote Similarity	0.681	NPC219233
Remote Similarity	0.6809	NPC276517
Remote Similarity	0.6804	NPC477113
Remote Similarity	0.6802	NPC208284
Remote Similarity	0.6802	NPC469428
Remote Similarity	0.68	NPC82963
Remote Similarity	0.6798	NPC477185
Remote Similarity	0.6798	NPC259545
Remote Similarity	0.6796	NPC39822
Remote Similarity	0.6793	NPC276674
Remote Similarity	0.6793	NPC33902
Remote Similarity	0.6782	NPC289776
Remote Similarity	0.6782	NPC133470
Remote Similarity	0.6782	NPC191863
Remote Similarity	0.6778	NPC477187
Remote Similarity	0.6772	NPC124802
Remote Similarity	0.6768	NPC323123
Remote Similarity	0.6763	NPC103250
Remote Similarity	0.6755	NPC38458
Remote Similarity	0.6755	NPC203972
Remote Similarity	0.6755	NPC311737
Remote Similarity	0.6754	NPC317727
Remote Similarity	0.6744	NPC10730
Remote Similarity	0.6744	NPC10875
Remote Similarity	0.6743	NPC159319
Remote Similarity	0.674	NPC232340
Remote Similarity	0.6739	NPC94943
Remote Similarity	0.6737	NPC156704
Remote Similarity	0.671	NPC471314
Remote Similarity	0.671	NPC471315
Remote Similarity	0.6709	NPC197680
Remote Similarity	0.6709	NPC259098
Remote Similarity	0.6707	NPC243162
Remote Similarity	0.6704	NPC471294
Remote Similarity	0.6702	NPC294244
Remote Similarity	0.6687	NPC126637
Remote Similarity	0.6686	NPC315214
Remote Similarity	0.6686	NPC47298
Remote Similarity	0.6685	NPC190007
Remote Similarity	0.6685	NPC257354
Remote Similarity	0.6684	NPC193777
Remote Similarity	0.6683	NPC48353
Remote Similarity	0.6683	NPC294620
Remote Similarity	0.6667	NPC5145
Remote Similarity	0.6667	NPC470550
Remote Similarity	0.6667	NPC307963
Remote Similarity	0.6667	NPC29647
Remote Similarity	0.6667	NPC205652
Remote Similarity	0.6667	NPC469928
Remote Similarity	0.6649	NPC92111
Remote Similarity	0.6648	NPC32028
Remote Similarity	0.6647	NPC472103
Remote Similarity	0.6644	NPC76327
Remote Similarity	0.6644	NPC37584
Remote Similarity	0.6634	NPC476041
Remote Similarity	0.6634	NPC304926
Remote Similarity	0.6632	NPC29472
Remote Similarity	0.6632	NPC329793
Remote Similarity	0.6631	NPC320088
Remote Similarity	0.663	NPC212535
Remote Similarity	0.663	NPC168153
Remote Similarity	0.6629	NPC206736
Remote Similarity	0.6629	NPC195766
Remote Similarity	0.6629	NPC79328
Remote Similarity	0.6615	NPC223427
Remote Similarity	0.6614	NPC324149
Remote Similarity	0.6613	NPC476250
Remote Similarity	0.6611	NPC474409
Remote Similarity	0.66	NPC187036
Remote Similarity	0.6597	NPC472193
Remote Similarity	0.6596	NPC76748
Remote Similarity	0.6596	NPC474904
Remote Similarity	0.6593	NPC285941
Remote Similarity	0.6592	NPC288430
Remote Similarity	0.6591	NPC72291
Remote Similarity	0.6591	NPC315498
Remote Similarity	0.6591	NPC230942
Remote Similarity	0.659	NPC26601
Remote Similarity	0.6587	NPC470126
Remote Similarity	0.6584	NPC476161
Remote Similarity	0.6579	NPC476565
Remote Similarity	0.6578	NPC46580
Remote Similarity	0.6573	NPC278887
Remote Similarity	0.6568	NPC146370
Remote Similarity	0.6567	NPC266931
Remote Similarity	0.6566	NPC314113
Remote Similarity	0.6564	NPC211813
Remote Similarity	0.6559	NPC313886
Remote Similarity	0.6559	NPC476319
Remote Similarity	0.6556	NPC118202
Remote Similarity	0.6556	NPC469671
Remote Similarity	0.6556	NPC126676
Remote Similarity	0.6554	NPC476118
Remote Similarity	0.6553	NPC280272
Remote Similarity	0.655	NPC9894
Remote Similarity	0.6546	NPC25897
Remote Similarity	0.6546	NPC315491
Remote Similarity	0.6546	NPC45459
Remote Similarity	0.6543	NPC296527
Remote Similarity	0.6541	NPC471785
Remote Similarity	0.6536	NPC33507
Remote Similarity	0.6533	NPC46940
Remote Similarity	0.6531	NPC476098
Remote Similarity	0.6526	NPC223236
Remote Similarity	0.6526	NPC259350
Remote Similarity	0.652	NPC477609
Remote Similarity	0.6519	NPC34508
Remote Similarity	0.6519	NPC325013
Remote Similarity	0.6517	NPC70172
Remote Similarity	0.6513	NPC472329
Remote Similarity	0.6513	NPC472330
Remote Similarity	0.6512	NPC60538
Remote Similarity	0.6512	NPC207824
Remote Similarity	0.651	NPC251090
Remote Similarity	0.651	NPC242209
Remote Similarity	0.6502	NPC477110
Remote Similarity	0.65	NPC81247
Remote Similarity	0.65	NPC477888
Remote Similarity	0.65	NPC126481
Remote Similarity	0.65	NPC35627
Remote Similarity	0.65	NPC476573
Remote Similarity	0.6495	NPC32200
Remote Similarity	0.649	NPC715
Remote Similarity	0.6486	NPC24101
Remote Similarity	0.6486	NPC96224
Remote Similarity	0.6486	NPC153690
Remote Similarity	0.6485	NPC477610
Remote Similarity	0.6483	NPC178681
Remote Similarity	0.648	NPC474077
Remote Similarity	0.6478	NPC318965
Remote Similarity	0.6474	NPC219383
Remote Similarity	0.6471	NPC469727
Remote Similarity	0.6467	NPC126515
Remote Similarity	0.6467	NPC95716

Drug Structure

NPD2789 OpenBabel08211702552D 23 26 0 0 0 0 0 0 0 0999 V2000 -1.6745 2.9371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6753 -1.0026 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0651 1.9586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5117 0.4828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6746 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3497 0.0004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1872 0.4842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6750 1.9335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3493 1.9348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6747 1.9342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6751 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5119 1.4500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5120 0.4838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8373 1.4503 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5118 1.4510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8371 0.4832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8373 1.4507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8374 0.4835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -4.1870 1.4513 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3491 1.9331 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7424 2.8160 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 11 1 0 0 0 0 3 20 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 16 1 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 20 1 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 9 20 1 0 0 0 0 10 15 1 0 0 0 0 10 17 2 0 0 0 0 11 13 2 0 0 0 0 11 18 1 0 0 0 0 12 21 1 0 0 0 0 13 15 1 0 0 0 0 14 16 2 0 0 0 0 14 17 1 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 18 19 2 0 0 0 0 19 22 1 0 0 0 0 21 23 1 0 0 0 0 M CHG 1 19 1 M END $$$$

External Identifiers

TTD	DNAP001575
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	42722
ChEBI
CAS Number

Drug Properties

Molecular Weight	277.13
ALogP	-1.0472
MLogP	3.11
XLogP	3.659
HDA	1
HBD	2
Rotatable Bonds	4
TPSA	37.44
RO5 Violation	0