NPASS drugs

Drug Information

Drug ID:	NPD3812
Drug Name:
Molecular Formula:	C20H18FNO4
Canonical SMILES:	COc1cccc(c1)c1ccc(c(c1)F)N=C(C1=C(CCC1)C(=O)O)O
Standard InCHI:	InChI=1S/C20H18FNO4/c1-26-14-5-2-4-12(10-14)13-8-9-18(17(21)11-13)22-19(23)15-6-3-7-16(15)20(24)25/h2,4-5,8-11H,3,6-7H2,1H3,(H,22,23)(H,24,25)
Standard InCHIKey:	XPRDUGXOWVXZLL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3812

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	155
0.1-0.2	926
0.2-0.3	2789
0.3-0.4	8061
0.4-0.5	3554
0.5-0.6	12216
0.6-0.7	3148
0.7-0.8	41
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	0.7792	NPC471316
Intermediate Similarity	0.7514	NPC9475
Intermediate Similarity	0.745	NPC471315
Intermediate Similarity	0.745	NPC471314
Intermediate Similarity	0.7407	NPC315829
Intermediate Similarity	0.7363	NPC203972
Intermediate Similarity	0.7278	NPC235628
Intermediate Similarity	0.7263	NPC313886
Intermediate Similarity	0.7253	NPC28510
Intermediate Similarity	0.7209	NPC127362
Intermediate Similarity	0.7202	NPC10730
Intermediate Similarity	0.7202	NPC10875
Intermediate Similarity	0.7197	NPC169766
Intermediate Similarity	0.7191	NPC260118
Intermediate Similarity	0.7159	NPC8467
Intermediate Similarity	0.7151	NPC215747
Intermediate Similarity	0.7151	NPC192939
Intermediate Similarity	0.7135	NPC475983
Intermediate Similarity	0.7135	NPC265383
Intermediate Similarity	0.7134	NPC470392
Intermediate Similarity	0.7133	NPC17388
Intermediate Similarity	0.7133	NPC53596
Intermediate Similarity	0.7133	NPC471308
Intermediate Similarity	0.7133	NPC160120
Intermediate Similarity	0.7133	NPC289330
Intermediate Similarity	0.7126	NPC478189
Intermediate Similarity	0.7118	NPC103250
Intermediate Similarity	0.711	NPC314861
Intermediate Similarity	0.7108	NPC161544
Intermediate Similarity	0.7076	NPC93653
Intermediate Similarity	0.7072	NPC28425
Intermediate Similarity	0.707	NPC45191
Intermediate Similarity	0.7067	NPC43275
Intermediate Similarity	0.7056	NPC311936
Intermediate Similarity	0.7053	NPC474077
Intermediate Similarity	0.7022	NPC315631
Intermediate Similarity	0.7017	NPC119579
Intermediate Similarity	0.7013	NPC205946
Intermediate Similarity	0.7012	NPC323798
Intermediate Similarity	0.7011	NPC296742
Intermediate Similarity	0.7006	NPC153644
Remote Similarity	0.6995	NPC180253
Remote Similarity	0.6995	NPC219170
Remote Similarity	0.6988	NPC132771
Remote Similarity	0.6988	NPC290404
Remote Similarity	0.6978	NPC276060
Remote Similarity	0.697	NPC80928
Remote Similarity	0.6966	NPC168153
Remote Similarity	0.6957	NPC224293
Remote Similarity	0.6954	NPC71205
Remote Similarity	0.6944	NPC85613
Remote Similarity	0.6943	NPC300156
Remote Similarity	0.6941	NPC58661
Remote Similarity	0.6939	NPC87413
Remote Similarity	0.6933	NPC314113
Remote Similarity	0.6928	NPC313414
Remote Similarity	0.6919	NPC112676
Remote Similarity	0.6914	NPC90431
Remote Similarity	0.6907	NPC193238
Remote Similarity	0.6905	NPC470019
Remote Similarity	0.6903	NPC111088
Remote Similarity	0.6902	NPC69213
Remote Similarity	0.6901	NPC212699
Remote Similarity	0.6901	NPC207675
Remote Similarity	0.69	NPC184408
Remote Similarity	0.6895	NPC280714
Remote Similarity	0.6894	NPC4982
Remote Similarity	0.6894	NPC68779
Remote Similarity	0.6894	NPC300776
Remote Similarity	0.6894	NPC176814
Remote Similarity	0.6894	NPC5310
Remote Similarity	0.6882	NPC52475
Remote Similarity	0.6879	NPC296712
Remote Similarity	0.6879	NPC251571
Remote Similarity	0.6867	NPC19290
Remote Similarity	0.6865	NPC22928
Remote Similarity	0.6855	NPC114102
Remote Similarity	0.6851	NPC283810
Remote Similarity	0.6842	NPC264976
Remote Similarity	0.6842	NPC18614
Remote Similarity	0.6839	NPC473942
Remote Similarity	0.6837	NPC85661
Remote Similarity	0.6828	NPC174629
Remote Similarity	0.6828	NPC474059
Remote Similarity	0.6826	NPC9373
Remote Similarity	0.6825	NPC470023
Remote Similarity	0.6824	NPC219383
Remote Similarity	0.6821	NPC325295
Remote Similarity	0.6821	NPC76308
Remote Similarity	0.6821	NPC240664
Remote Similarity	0.6815	NPC84076
Remote Similarity	0.6815	NPC301713
Remote Similarity	0.6815	NPC90128
Remote Similarity	0.6815	NPC303680
Remote Similarity	0.6813	NPC214869
Remote Similarity	0.6813	NPC244866
Remote Similarity	0.6811	NPC21425
Remote Similarity	0.6809	NPC230403
Remote Similarity	0.6802	NPC56635
Remote Similarity	0.68	NPC51345
Remote Similarity	0.68	NPC296526
Remote Similarity	0.6798	NPC310894
Remote Similarity	0.6797	NPC41801
Remote Similarity	0.6796	NPC274002
Remote Similarity	0.6796	NPC126515
Remote Similarity	0.6796	NPC472331
Remote Similarity	0.6795	NPC89630
Remote Similarity	0.6792	NPC304622
Remote Similarity	0.6792	NPC195749
Remote Similarity	0.6792	NPC52029
Remote Similarity	0.6792	NPC35961
Remote Similarity	0.6791	NPC475411
Remote Similarity	0.679	NPC27394
Remote Similarity	0.679	NPC6913
Remote Similarity	0.6789	NPC470021
Remote Similarity	0.6786	NPC46679
Remote Similarity	0.6782	NPC231862
Remote Similarity	0.6782	NPC306366
Remote Similarity	0.6779	NPC227033
Remote Similarity	0.6779	NPC264782
Remote Similarity	0.6779	NPC109241
Remote Similarity	0.6776	NPC469831
Remote Similarity	0.6772	NPC29472
Remote Similarity	0.6772	NPC123228
Remote Similarity	0.6772	NPC151167
Remote Similarity	0.6772	NPC5018
Remote Similarity	0.6772	NPC223807
Remote Similarity	0.6772	NPC276466
Remote Similarity	0.6772	NPC123722
Remote Similarity	0.677	NPC470160
Remote Similarity	0.6765	NPC182119
Remote Similarity	0.6763	NPC274640
Remote Similarity	0.6761	NPC204179
Remote Similarity	0.6757	NPC194040
Remote Similarity	0.6755	NPC204970
Remote Similarity	0.6752	NPC53305
Remote Similarity	0.6752	NPC29477
Remote Similarity	0.6752	NPC257589
Remote Similarity	0.6751	NPC171882
Remote Similarity	0.6751	NPC121510
Remote Similarity	0.675	NPC2989
Remote Similarity	0.6749	NPC174760
Remote Similarity	0.6748	NPC126637
Remote Similarity	0.6748	NPC113295
Remote Similarity	0.6739	NPC469829
Remote Similarity	0.6738	NPC5630
Remote Similarity	0.6735	NPC321428
Remote Similarity	0.6735	NPC4687
Remote Similarity	0.673	NPC155838
Remote Similarity	0.673	NPC478147
Remote Similarity	0.673	NPC2596
Remote Similarity	0.673	NPC325651
Remote Similarity	0.6728	NPC218530
Remote Similarity	0.6724	NPC63210
Remote Similarity	0.6724	NPC301163
Remote Similarity	0.6724	NPC310403
Remote Similarity	0.6724	NPC263709
Remote Similarity	0.6724	NPC97380
Remote Similarity	0.6724	NPC148468
Remote Similarity	0.6724	NPC243673
Remote Similarity	0.6723	NPC19555
Remote Similarity	0.6711	NPC323948
Remote Similarity	0.6709	NPC127937
Remote Similarity	0.6709	NPC92207
Remote Similarity	0.6709	NPC476353
Remote Similarity	0.6709	NPC179777
Remote Similarity	0.6708	NPC93882
Remote Similarity	0.6708	NPC130595
Remote Similarity	0.6708	NPC258073
Remote Similarity	0.6708	NPC328070
Remote Similarity	0.6701	NPC39679
Remote Similarity	0.6701	NPC90185
Remote Similarity	0.67	NPC39500
Remote Similarity	0.6689	NPC322358
Remote Similarity	0.6689	NPC303370
Remote Similarity	0.6688	NPC474874
Remote Similarity	0.6688	NPC263835
Remote Similarity	0.6688	NPC325013
Remote Similarity	0.6688	NPC62101
Remote Similarity	0.6688	NPC95733
Remote Similarity	0.6687	NPC241354
Remote Similarity	0.6686	NPC471305
Remote Similarity	0.6684	NPC45190
Remote Similarity	0.6667	NPC211525
Remote Similarity	0.6667	NPC118228
Remote Similarity	0.6667	NPC52059
Remote Similarity	0.6667	NPC294244
Remote Similarity	0.6667	NPC266425
Remote Similarity	0.6667	NPC285078
Remote Similarity	0.6667	NPC313737
Remote Similarity	0.6667	NPC470069
Remote Similarity	0.6667	NPC250755
Remote Similarity	0.6667	NPC205502
Remote Similarity	0.6667	NPC207971
Remote Similarity	0.6667	NPC6854
Remote Similarity	0.6667	NPC5167
Remote Similarity	0.6667	NPC153694
Remote Similarity	0.6667	NPC49441
Remote Similarity	0.665	NPC91234
Remote Similarity	0.665	NPC16249

Drug Structure

NPD3812 OpenBabel08211704332D 28 30 0 0 0 0 0 0 0 0999 V2000 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9230 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 2.5388 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 0.0000 1.0000 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 1.7321 -0.0000 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 1.0000 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5411 1.5878 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 -0.0000 -0.0000 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 -3.4921 1.2788 0.0000 C 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 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7000 0.3006 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2353 1.9479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0274 2.9260 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 3 7 1 0 0 0 0 4 12 1 0 0 0 0 5 14 2 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 9 2 0 0 0 0 8 13 1 0 0 0 0 9 18 1 0 0 0 0 10 12 2 0 0 0 0 10 14 1 0 0 0 0 11 13 2 0 0 0 0 11 17 1 0 0 0 0 12 13 1 0 0 0 0 14 26 1 0 0 0 0 15 16 2 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 22 2 3 0 0 0 19 23 1 0 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 23 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001252
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	355.12
ALogP	0.0199
MLogP	3
XLogP	4.364
HDA	4
HBD	2
Rotatable Bonds	9
TPSA	79.12
RO5 Violation	0