NPASS drugs

Drug Information

Drug ID:	NPD2328
Drug Name:	Ci-1040
Molecular Formula:	C17H14ClF2IN2O2
Canonical SMILES:	Ic1ccc(c(c1)Cl)Nc1c(ccc(c1F)F)C(=NOCC1CC1)O
Standard InCHI:	InChI=1S/C17H14ClF2IN2O2/c18-12-7-10(21)3-6-14(12)22-16-11(4-5-13(19)15(16)20)17(24)23-25-8-9-1-2-9/h3-7,9,22H,1-2,8H2,(H,23,24)
Standard InCHIKey:	GFMMXOIFOQCCGU-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2328

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	244
0.1-0.2	2254
0.2-0.3	10366
0.3-0.4	11223
0.4-0.5	5150
0.5-0.6	1597
0.6-0.7	52
0.7-0.8	4
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	0.719	NPC476687
Intermediate Similarity	0.719	NPC476689
Intermediate Similarity	0.719	NPC476685
Intermediate Similarity	0.7071	NPC37584
Remote Similarity	0.6879	NPC184437
Remote Similarity	0.6778	NPC471785
Remote Similarity	0.6644	NPC147957
Remote Similarity	0.6514	NPC476118
Remote Similarity	0.6509	NPC288445
Remote Similarity	0.645	NPC300596
Remote Similarity	0.645	NPC237649
Remote Similarity	0.6438	NPC302790
Remote Similarity	0.6415	NPC226662
Remote Similarity	0.6407	NPC477890
Remote Similarity	0.6359	NPC192270
Remote Similarity	0.6352	NPC197680
Remote Similarity	0.6352	NPC259098
Remote Similarity	0.6322	NPC141353
Remote Similarity	0.6301	NPC471132
Remote Similarity	0.6291	NPC205652
Remote Similarity	0.6284	NPC293472
Remote Similarity	0.6266	NPC325013
Remote Similarity	0.6258	NPC253476
Remote Similarity	0.6258	NPC317564
Remote Similarity	0.6236	NPC102423
Remote Similarity	0.6215	NPC131718
Remote Similarity	0.6203	NPC471742
Remote Similarity	0.6199	NPC254798
Remote Similarity	0.6184	NPC470550
Remote Similarity	0.6182	NPC325599
Remote Similarity	0.6176	NPC470824
Remote Similarity	0.6159	NPC313352
Remote Similarity	0.6154	NPC60553
Remote Similarity	0.6141	NPC288785
Remote Similarity	0.6141	NPC471743
Remote Similarity	0.6131	NPC43477
Remote Similarity	0.612	NPC34508
Remote Similarity	0.6096	NPC314394
Remote Similarity	0.6089	NPC85651
Remote Similarity	0.6089	NPC476231
Remote Similarity	0.6089	NPC88970
Remote Similarity	0.6087	NPC476950
Remote Similarity	0.6082	NPC472242
Remote Similarity	0.6077	NPC182131
Remote Similarity	0.6049	NPC101372
Remote Similarity	0.6041	NPC476175
Remote Similarity	0.604	NPC61637
Remote Similarity	0.6033	NPC474409
Remote Similarity	0.6033	NPC313791
Remote Similarity	0.6025	NPC250476
Remote Similarity	0.6023	NPC472103
Remote Similarity	0.6022	NPC471130
Remote Similarity	0.6014	NPC211551
Remote Similarity	0.6011	NPC126481
Remote Similarity	0.6	NPC472241
Remote Similarity	0.6	NPC476319
Remote Similarity	0.5989	NPC470507
Remote Similarity	0.5989	NPC238430
Remote Similarity	0.5989	NPC270009
Remote Similarity	0.5988	NPC242556
Remote Similarity	0.5988	NPC159589
Remote Similarity	0.5986	NPC178681
Remote Similarity	0.5979	NPC48938
Remote Similarity	0.5978	NPC158129
Remote Similarity	0.5976	NPC242933
Remote Similarity	0.5969	NPC205403
Remote Similarity	0.5967	NPC159319
Remote Similarity	0.5956	NPC317430
Remote Similarity	0.5956	NPC44161
Remote Similarity	0.5943	NPC318086
Remote Similarity	0.5943	NPC37548
Remote Similarity	0.5933	NPC79618
Remote Similarity	0.5928	NPC173295
Remote Similarity	0.5922	NPC469762
Remote Similarity	0.592	NPC161292
Remote Similarity	0.5917	NPC471312
Remote Similarity	0.5916	NPC473189
Remote Similarity	0.5912	NPC315214
Remote Similarity	0.5912	NPC47298
Remote Similarity	0.5904	NPC72980
Remote Similarity	0.5899	NPC471458
Remote Similarity	0.5882	NPC473432
Remote Similarity	0.5882	NPC472243
Remote Similarity	0.5882	NPC47986
Remote Similarity	0.5882	NPC150048
Remote Similarity	0.5882	NPC203754
Remote Similarity	0.5879	NPC311276
Remote Similarity	0.5879	NPC32028
Remote Similarity	0.5879	NPC189116
Remote Similarity	0.5876	NPC471593
Remote Similarity	0.5873	NPC198339
Remote Similarity	0.587	NPC154293
Remote Similarity	0.5866	NPC469785
Remote Similarity	0.5866	NPC285469
Remote Similarity	0.5864	NPC190007
Remote Similarity	0.5862	NPC264589
Remote Similarity	0.5862	NPC33168
Remote Similarity	0.586	NPC313449
Remote Similarity	0.586	NPC259545
Remote Similarity	0.5858	NPC287358
Remote Similarity	0.5856	NPC27904
Remote Similarity	0.5852	NPC124005
Remote Similarity	0.5851	NPC283152
Remote Similarity	0.5849	NPC130931
Remote Similarity	0.5842	NPC477135
Remote Similarity	0.5833	NPC26850
Remote Similarity	0.5833	NPC94943
Remote Similarity	0.5829	NPC329688
Remote Similarity	0.5829	NPC189812
Remote Similarity	0.5824	NPC289776
Remote Similarity	0.5824	NPC177404
Remote Similarity	0.5824	NPC191863
Remote Similarity	0.5824	NPC133470
Remote Similarity	0.582	NPC88363
Remote Similarity	0.582	NPC472443
Remote Similarity	0.5819	NPC475763
Remote Similarity	0.5812	NPC212535
Remote Similarity	0.5812	NPC19679
Remote Similarity	0.581	NPC38736
Remote Similarity	0.5806	NPC314141
Remote Similarity	0.5806	NPC296163
Remote Similarity	0.5803	NPC90415
Remote Similarity	0.5801	NPC230869
Remote Similarity	0.5798	NPC56618
Remote Similarity	0.5798	NPC134586
Remote Similarity	0.5792	NPC139506
Remote Similarity	0.5792	NPC292143
Remote Similarity	0.5787	NPC153769
Remote Similarity	0.5784	NPC201700
Remote Similarity	0.5783	NPC231382
Remote Similarity	0.5778	NPC315257
Remote Similarity	0.5775	NPC472123
Remote Similarity	0.5771	NPC249040
Remote Similarity	0.5771	NPC146370
Remote Similarity	0.5769	NPC322644
Remote Similarity	0.5769	NPC473320
Remote Similarity	0.5767	NPC474479
Remote Similarity	0.5767	NPC211997
Remote Similarity	0.5767	NPC219848
Remote Similarity	0.5765	NPC126637
Remote Similarity	0.5765	NPC166667
Remote Similarity	0.5764	NPC476483
Remote Similarity	0.5763	NPC187951
Remote Similarity	0.5759	NPC192209
Remote Similarity	0.5756	NPC314113
Remote Similarity	0.5754	NPC26872
Remote Similarity	0.5754	NPC73952
Remote Similarity	0.5754	NPC25008
Remote Similarity	0.5754	NPC469760
Remote Similarity	0.5754	NPC469786
Remote Similarity	0.5754	NPC469765
Remote Similarity	0.5754	NPC259644
Remote Similarity	0.5754	NPC469763
Remote Similarity	0.5751	NPC316141
Remote Similarity	0.5747	NPC311330
Remote Similarity	0.5746	NPC469428
Remote Similarity	0.5744	NPC46413
Remote Similarity	0.5739	NPC129042
Remote Similarity	0.5738	NPC224632
Remote Similarity	0.5738	NPC16667
Remote Similarity	0.5737	NPC256268
Remote Similarity	0.5737	NPC232340
Remote Similarity	0.5736	NPC99666
Remote Similarity	0.5734	NPC472844
Remote Similarity	0.5732	NPC222982
Remote Similarity	0.5731	NPC181527
Remote Similarity	0.573	NPC474561
Remote Similarity	0.573	NPC49954
Remote Similarity	0.573	NPC54988
Remote Similarity	0.5729	NPC133306
Remote Similarity	0.5729	NPC472444
Remote Similarity	0.5729	NPC243058
Remote Similarity	0.5724	NPC434
Remote Similarity	0.5722	NPC80597
Remote Similarity	0.5722	NPC70922
Remote Similarity	0.5722	NPC212376
Remote Similarity	0.5722	NPC211572
Remote Similarity	0.5722	NPC476688
Remote Similarity	0.5722	NPC476686
Remote Similarity	0.5722	NPC75540
Remote Similarity	0.5722	NPC105758
Remote Similarity	0.5721	NPC204303
Remote Similarity	0.5714	NPC84508
Remote Similarity	0.5714	NPC273830
Remote Similarity	0.5707	NPC478032
Remote Similarity	0.5705	NPC187036
Remote Similarity	0.57	NPC243834
Remote Similarity	0.57	NPC70956
Remote Similarity	0.5699	NPC63751
Remote Similarity	0.5699	NPC278874
Remote Similarity	0.5699	NPC203635
Remote Similarity	0.5698	NPC184161
Remote Similarity	0.5692	NPC232872
Remote Similarity	0.5692	NPC46580
Remote Similarity	0.5691	NPC115049
Remote Similarity	0.5691	NPC476464
Remote Similarity	0.5691	NPC477889
Remote Similarity	0.5691	NPC97525
Remote Similarity	0.5691	NPC184476
Remote Similarity	0.5691	NPC208060

Drug Structure

NPD2328 OpenBabel08211702172D 27 29 0 0 0 0 0 0 0 0999 V2000 5.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 I 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 2 9 1 0 0 0 0 3 6 2 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 10 2 0 0 0 0 7 12 1 0 0 0 0 8 9 1 0 0 0 0 8 25 1 0 0 0 0 10 21 1 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 14 2 0 0 0 0 12 18 1 0 0 0 0 13 15 2 0 0 0 0 13 19 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 16 22 1 0 0 0 0 17 23 2 3 0 0 0 17 24 1 0 0 0 0 22 26 1 0 0 0 0 23 25 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011188
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918454
ChEBI
CAS Number

Drug Properties

Molecular Weight	477.98
ALogP	2.6844
MLogP	2.45
XLogP	6.378
HDA	2
HBD	2
Rotatable Bonds	11
TPSA	53.85
RO5 Violation	1