NPASS drugs

Drug Information

Drug ID:	NPD2332
Drug Name:	DPC-A78277
Molecular Formula:	C17H14F4N2O2
Canonical SMILES:	Fc1ccc2c(c1)[C@](OCC1CC1)(c1c(N2)n(=O)ccc1)C(F)(F)F
Standard InCHI:	InChI=1S/C17H14F4N2O2/c18-11-5-6-14-13(8-11)16(17(19,20)21,25-9-10-3-4-10)12-2-1-7-23(24)15(12)22-14/h1-2,5-8,10,22H,3-4,9H2/t16-/m1/s1
Standard InCHIKey:	SQMUNJMATGMRRH-MRXNPFEDSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2332

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	445
0.1-0.2	3009
0.2-0.3	9971
0.3-0.4	12589
0.4-0.5	2511
0.5-0.6	1663
0.6-0.7	700
0.7-0.8	2
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	0.7071	NPC470474
Intermediate Similarity	0.7	NPC284678
Remote Similarity	0.6995	NPC34300
Remote Similarity	0.6954	NPC203754
Remote Similarity	0.6954	NPC150048
Remote Similarity	0.6898	NPC471603
Remote Similarity	0.6865	NPC471323
Remote Similarity	0.6856	NPC471178
Remote Similarity	0.6816	NPC130570
Remote Similarity	0.6804	NPC102423
Remote Similarity	0.6788	NPC131718
Remote Similarity	0.678	NPC472289
Remote Similarity	0.6749	NPC284559
Remote Similarity	0.6744	NPC243850
Remote Similarity	0.6729	NPC285558
Remote Similarity	0.6728	NPC167860
Remote Similarity	0.6728	NPC123976
Remote Similarity	0.6718	NPC311276
Remote Similarity	0.6716	NPC188387
Remote Similarity	0.6716	NPC163421
Remote Similarity	0.6713	NPC476465
Remote Similarity	0.67	NPC48938
Remote Similarity	0.6699	NPC296527
Remote Similarity	0.6698	NPC323345
Remote Similarity	0.6698	NPC470164
Remote Similarity	0.6667	NPC177404
Remote Similarity	0.6667	NPC76748
Remote Similarity	0.6667	NPC59779
Remote Similarity	0.6667	NPC124542
Remote Similarity	0.6667	NPC232727
Remote Similarity	0.6667	NPC471177
Remote Similarity	0.6667	NPC211997
Remote Similarity	0.6667	NPC95783
Remote Similarity	0.6651	NPC307963
Remote Similarity	0.6649	NPC230869
Remote Similarity	0.6635	NPC92111
Remote Similarity	0.6633	NPC89562
Remote Similarity	0.6633	NPC97367
Remote Similarity	0.662	NPC176538
Remote Similarity	0.6618	NPC472110
Remote Similarity	0.6618	NPC472109
Remote Similarity	0.6617	NPC134586
Remote Similarity	0.6616	NPC317430
Remote Similarity	0.6611	NPC56271
Remote Similarity	0.66	NPC313791
Remote Similarity	0.6599	NPC41333
Remote Similarity	0.6598	NPC469762
Remote Similarity	0.6588	NPC13880
Remote Similarity	0.6588	NPC251090
Remote Similarity	0.6588	NPC242209
Remote Similarity	0.6583	NPC164664
Remote Similarity	0.6574	NPC329708
Remote Similarity	0.6574	NPC165349
Remote Similarity	0.6574	NPC274291
Remote Similarity	0.6574	NPC264166
Remote Similarity	0.6574	NPC47059
Remote Similarity	0.6574	NPC118832
Remote Similarity	0.6571	NPC198673
Remote Similarity	0.6567	NPC317054
Remote Similarity	0.6566	NPC49954
Remote Similarity	0.6566	NPC54988
Remote Similarity	0.6566	NPC474561
Remote Similarity	0.6562	NPC470233
Remote Similarity	0.6562	NPC213530
Remote Similarity	0.6562	NPC193267
Remote Similarity	0.6557	NPC267928
Remote Similarity	0.6553	NPC473189
Remote Similarity	0.6546	NPC469785
Remote Similarity	0.6544	NPC475288
Remote Similarity	0.6542	NPC19872
Remote Similarity	0.6542	NPC315957
Remote Similarity	0.6538	NPC101165
Remote Similarity	0.6537	NPC139291
Remote Similarity	0.6537	NPC472108
Remote Similarity	0.6533	NPC63751
Remote Similarity	0.6531	NPC279918
Remote Similarity	0.6526	NPC168911
Remote Similarity	0.6509	NPC245916
Remote Similarity	0.6502	NPC274982
Remote Similarity	0.65	NPC476518
Remote Similarity	0.6498	NPC289086
Remote Similarity	0.6498	NPC327592
Remote Similarity	0.6497	NPC282231
Remote Similarity	0.6493	NPC289786
Remote Similarity	0.649	NPC46580
Remote Similarity	0.6484	NPC475910
Remote Similarity	0.6482	NPC49217
Remote Similarity	0.6482	NPC160105
Remote Similarity	0.6476	NPC138370
Remote Similarity	0.6473	NPC282103
Remote Similarity	0.6473	NPC62510
Remote Similarity	0.6473	NPC314002
Remote Similarity	0.6471	NPC208284
Remote Similarity	0.6468	NPC317373
Remote Similarity	0.6468	NPC121658
Remote Similarity	0.6468	NPC14651
Remote Similarity	0.6465	NPC329793
Remote Similarity	0.6465	NPC40779
Remote Similarity	0.6465	NPC474217
Remote Similarity	0.6457	NPC250835
Remote Similarity	0.6456	NPC469358
Remote Similarity	0.6456	NPC220765
Remote Similarity	0.6453	NPC472122
Remote Similarity	0.6453	NPC56618
Remote Similarity	0.6453	NPC24594
Remote Similarity	0.6449	NPC239954
Remote Similarity	0.6448	NPC256893
Remote Similarity	0.6445	NPC99666
Remote Similarity	0.6445	NPC195268
Remote Similarity	0.6445	NPC133140
Remote Similarity	0.6445	NPC324149
Remote Similarity	0.6445	NPC55493
Remote Similarity	0.6443	NPC469786
Remote Similarity	0.6443	NPC469765
Remote Similarity	0.6443	NPC469760
Remote Similarity	0.6443	NPC73952
Remote Similarity	0.6443	NPC25008
Remote Similarity	0.6443	NPC259644
Remote Similarity	0.6443	NPC469763
Remote Similarity	0.6441	NPC118940
Remote Similarity	0.6439	NPC314491
Remote Similarity	0.6436	NPC314603
Remote Similarity	0.6436	NPC208060
Remote Similarity	0.6436	NPC313730
Remote Similarity	0.6436	NPC472123
Remote Similarity	0.6432	NPC310118
Remote Similarity	0.6429	NPC472027
Remote Similarity	0.6429	NPC26850
Remote Similarity	0.6429	NPC329896
Remote Similarity	0.6429	NPC475105
Remote Similarity	0.6429	NPC129721
Remote Similarity	0.6429	NPC475090
Remote Similarity	0.6429	NPC477110
Remote Similarity	0.6429	NPC251936
Remote Similarity	0.6429	NPC236711
Remote Similarity	0.6425	NPC123839
Remote Similarity	0.6425	NPC5145
Remote Similarity	0.6425	NPC204717
Remote Similarity	0.6422	NPC151939
Remote Similarity	0.6422	NPC16452
Remote Similarity	0.6422	NPC470500
Remote Similarity	0.6422	NPC476581
Remote Similarity	0.6422	NPC326575
Remote Similarity	0.6422	NPC36229
Remote Similarity	0.6419	NPC287437
Remote Similarity	0.6419	NPC123395
Remote Similarity	0.6419	NPC4071
Remote Similarity	0.6419	NPC476582
Remote Similarity	0.6419	NPC476578
Remote Similarity	0.6419	NPC125597
Remote Similarity	0.6415	NPC103230
Remote Similarity	0.6414	NPC470203
Remote Similarity	0.6414	NPC225018
Remote Similarity	0.6414	NPC71079
Remote Similarity	0.6413	NPC234078
Remote Similarity	0.6413	NPC221100
Remote Similarity	0.641	NPC212376
Remote Similarity	0.641	NPC80597
Remote Similarity	0.641	NPC70922
Remote Similarity	0.641	NPC211572
Remote Similarity	0.641	NPC75540
Remote Similarity	0.6409	NPC306397
Remote Similarity	0.6408	NPC144114
Remote Similarity	0.6408	NPC477891
Remote Similarity	0.6408	NPC71037
Remote Similarity	0.6406	NPC473761
Remote Similarity	0.64	NPC98187
Remote Similarity	0.6394	NPC280290
Remote Similarity	0.6393	NPC472111
Remote Similarity	0.6391	NPC103687
Remote Similarity	0.6391	NPC132631
Remote Similarity	0.639	NPC141377
Remote Similarity	0.6389	NPC146373
Remote Similarity	0.6389	NPC234197
Remote Similarity	0.6389	NPC249040
Remote Similarity	0.6389	NPC166424
Remote Similarity	0.6389	NPC245244
Remote Similarity	0.6389	NPC329747
Remote Similarity	0.6387	NPC159856
Remote Similarity	0.6386	NPC476688
Remote Similarity	0.6386	NPC105758
Remote Similarity	0.6386	NPC249614
Remote Similarity	0.6386	NPC476686
Remote Similarity	0.6386	NPC158129
Remote Similarity	0.6385	NPC474121
Remote Similarity	0.6382	NPC469541
Remote Similarity	0.6382	NPC473057
Remote Similarity	0.6382	NPC476118
Remote Similarity	0.6381	NPC111602
Remote Similarity	0.6381	NPC102338
Remote Similarity	0.6381	NPC196251
Remote Similarity	0.6381	NPC63199
Remote Similarity	0.6381	NPC32771
Remote Similarity	0.6379	NPC116622
Remote Similarity	0.6376	NPC476138
Remote Similarity	0.6376	NPC245816
Remote Similarity	0.6374	NPC89490
Remote Similarity	0.6372	NPC67288
Remote Similarity	0.6368	NPC477166
Remote Similarity	0.6368	NPC278874

Drug Structure

NPD2332 OpenBabel08211702172D 26 29 0 0 1 0 0 0 0 0999 V2000 0.8372 -1.4500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6743 -0.9667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9962 0.0500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7460 0.9837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5115 3.3833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6743 2.9000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3486 1.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1287 0.0500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0625 0.3002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3486 2.9000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6743 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5115 1.4500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6743 1.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8372 0.4833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5115 0.4833 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2591 -1.4335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1858 3.3833 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.6291 -2.3265 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.2175 -1.5596 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.8034 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8372 1.4500 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 -0.8372 0.4833 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4452 0.7335 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9333 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 7 1 0 0 0 0 2 12 1 0 0 0 0 3 4 1 0 0 0 0 3 10 1 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 14 1 0 0 0 0 7 23 2 0 0 0 0 8 11 2 0 0 0 0 8 13 1 0 0 0 0 9 10 1 0 0 0 0 9 25 1 0 0 0 0 11 18 1 0 0 0 0 12 15 2 0 0 0 0 12 16 1 0 0 0 0 13 14 2 0 0 0 0 13 16 1 0 0 0 0 14 22 1 0 0 0 0 15 22 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 25 1 6 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 22 26 1 0 0 0 0 23 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006080
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	354.10
ALogP	0.9118
MLogP	2.45
XLogP	4.281
HDA	2
HBD	1
Rotatable Bonds	8
TPSA	46.72
RO5 Violation	0