NPASS drugs

Drug Information

Drug ID:	NPD1913
Drug Name:	AAD-2004
Molecular Formula:	C16H14F3NO3
Canonical SMILES:	OC(=O)c1cc(NCCc2ccc(cc2)C(F)(F)F)ccc1O
Standard InCHI:	InChI=1S/C16H14F3NO3/c17-16(18,19)11-3-1-10(2-4-11)7-8-20-12-5-6-14(21)13(9-12)15(22)23/h1-6,9,20-21H,7-8H2,(H,22,23)
Standard InCHIKey:	UTMVACIBQLDZLP-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1913

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	222
0.1-0.2	1349
0.2-0.3	5410
0.3-0.4	6978
0.4-0.5	7525
0.5-0.6	8829
0.6-0.7	551
0.7-0.8	20
0.8-0.85	4
0.85-0.9	2
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
High Similarity	0.8951	NPC471778
High Similarity	0.8758	NPC199737
Intermediate Similarity	0.8443	NPC112336
Intermediate Similarity	0.8443	NPC474814
Intermediate Similarity	0.8312	NPC316574
Intermediate Similarity	0.8	NPC323798
Intermediate Similarity	0.787	NPC475983
Intermediate Similarity	0.7862	NPC181526
Intermediate Similarity	0.7514	NPC204867
Intermediate Similarity	0.75	NPC469671
Intermediate Similarity	0.75	NPC126676
Intermediate Similarity	0.7486	NPC474815
Intermediate Similarity	0.7439	NPC301702
Intermediate Similarity	0.7337	NPC144691
Intermediate Similarity	0.7329	NPC253476
Intermediate Similarity	0.7273	NPC43477
Intermediate Similarity	0.7253	NPC298320
Intermediate Similarity	0.7212	NPC314252
Intermediate Similarity	0.716	NPC146370
Intermediate Similarity	0.7143	NPC229353
Intermediate Similarity	0.7128	NPC474059
Intermediate Similarity	0.7126	NPC13696
Intermediate Similarity	0.7119	NPC292143
Intermediate Similarity	0.7119	NPC139506
Intermediate Similarity	0.7098	NPC317727
Intermediate Similarity	0.7006	NPC242933
Remote Similarity	0.6989	NPC470317
Remote Similarity	0.6933	NPC314098
Remote Similarity	0.6923	NPC472241
Remote Similarity	0.6915	NPC132751
Remote Similarity	0.691	NPC93653
Remote Similarity	0.6902	NPC471743
Remote Similarity	0.6875	NPC206109
Remote Similarity	0.6875	NPC114039
Remote Similarity	0.6867	NPC173295
Remote Similarity	0.6859	NPC5630
Remote Similarity	0.6839	NPC241392
Remote Similarity	0.6839	NPC222982
Remote Similarity	0.6818	NPC288759
Remote Similarity	0.6802	NPC472242
Remote Similarity	0.6789	NPC288854
Remote Similarity	0.6782	NPC237649
Remote Similarity	0.6782	NPC300596
Remote Similarity	0.6771	NPC313293
Remote Similarity	0.6759	NPC17160
Remote Similarity	0.6759	NPC313720
Remote Similarity	0.6758	NPC182131
Remote Similarity	0.6746	NPC238412
Remote Similarity	0.6736	NPC70340
Remote Similarity	0.6722	NPC27904
Remote Similarity	0.6706	NPC472243
Remote Similarity	0.6702	NPC150308
Remote Similarity	0.6684	NPC170333
Remote Similarity	0.6684	NPC471742
Remote Similarity	0.6667	NPC303225
Remote Similarity	0.6667	NPC313112
Remote Similarity	0.6667	NPC133156
Remote Similarity	0.6667	NPC45850
Remote Similarity	0.6667	NPC301292
Remote Similarity	0.6667	NPC470441
Remote Similarity	0.6667	NPC288305
Remote Similarity	0.665	NPC316282
Remote Similarity	0.665	NPC15987
Remote Similarity	0.6649	NPC1820
Remote Similarity	0.6634	NPC220241
Remote Similarity	0.6634	NPC295479
Remote Similarity	0.6626	NPC472244
Remote Similarity	0.6626	NPC236189
Remote Similarity	0.6626	NPC470343
Remote Similarity	0.6625	NPC130931
Remote Similarity	0.6625	NPC150323
Remote Similarity	0.6608	NPC204156
Remote Similarity	0.6608	NPC47986
Remote Similarity	0.6608	NPC238108
Remote Similarity	0.6605	NPC244351
Remote Similarity	0.6601	NPC198160
Remote Similarity	0.6601	NPC478075
Remote Similarity	0.66	NPC232600
Remote Similarity	0.6599	NPC303214
Remote Similarity	0.6588	NPC43218
Remote Similarity	0.6587	NPC3207
Remote Similarity	0.6569	NPC207873
Remote Similarity	0.6569	NPC100573
Remote Similarity	0.6566	NPC90229
Remote Similarity	0.6566	NPC194562
Remote Similarity	0.6564	NPC203628
Remote Similarity	0.6557	NPC189116
Remote Similarity	0.6553	NPC9894
Remote Similarity	0.6552	NPC297322
Remote Similarity	0.655	NPC213308
Remote Similarity	0.6548	NPC469815
Remote Similarity	0.6548	NPC469816
Remote Similarity	0.6548	NPC276517
Remote Similarity	0.6538	NPC298449
Remote Similarity	0.6534	NPC315829
Remote Similarity	0.6534	NPC2672
Remote Similarity	0.6526	NPC283810
Remote Similarity	0.6522	NPC233282
Remote Similarity	0.6519	NPC469428
Remote Similarity	0.6515	NPC125924
Remote Similarity	0.6508	NPC9475
Remote Similarity	0.6505	NPC309845
Remote Similarity	0.6503	NPC283514
Remote Similarity	0.65	NPC241263
Remote Similarity	0.6497	NPC211421
Remote Similarity	0.6494	NPC100551
Remote Similarity	0.6489	NPC95412
Remote Similarity	0.6489	NPC470548
Remote Similarity	0.6488	NPC31539
Remote Similarity	0.6479	NPC251071
Remote Similarity	0.6478	NPC188867
Remote Similarity	0.6478	NPC281686
Remote Similarity	0.6478	NPC106551
Remote Similarity	0.6477	NPC477391
Remote Similarity	0.6477	NPC478039
Remote Similarity	0.6471	NPC292265
Remote Similarity	0.6471	NPC318183
Remote Similarity	0.6467	NPC325651
Remote Similarity	0.646	NPC184579
Remote Similarity	0.646	NPC233165
Remote Similarity	0.646	NPC195262
Remote Similarity	0.646	NPC188814
Remote Similarity	0.6452	NPC470971
Remote Similarity	0.6446	NPC305717
Remote Similarity	0.6445	NPC182853
Remote Similarity	0.6443	NPC194040
Remote Similarity	0.6442	NPC116178
Remote Similarity	0.6442	NPC198336
Remote Similarity	0.6439	NPC270918
Remote Similarity	0.6432	NPC299582
Remote Similarity	0.6425	NPC25961
Remote Similarity	0.6424	NPC205946
Remote Similarity	0.6418	NPC280714
Remote Similarity	0.6418	NPC107828
Remote Similarity	0.6418	NPC90358
Remote Similarity	0.6415	NPC74360
Remote Similarity	0.6411	NPC321166
Remote Similarity	0.6411	NPC217903
Remote Similarity	0.6408	NPC210828
Remote Similarity	0.6408	NPC90185
Remote Similarity	0.6408	NPC171787
Remote Similarity	0.6408	NPC86834
Remote Similarity	0.6398	NPC471652
Remote Similarity	0.6396	NPC475411
Remote Similarity	0.6395	NPC159722
Remote Similarity	0.6394	NPC23294
Remote Similarity	0.6386	NPC315491
Remote Similarity	0.6386	NPC45459
Remote Similarity	0.6385	NPC174760
Remote Similarity	0.6385	NPC276657
Remote Similarity	0.6384	NPC17760
Remote Similarity	0.6383	NPC83241
Remote Similarity	0.638	NPC222876
Remote Similarity	0.638	NPC178395
Remote Similarity	0.638	NPC35856
Remote Similarity	0.638	NPC159760
Remote Similarity	0.638	NPC179092
Remote Similarity	0.638	NPC272454
Remote Similarity	0.638	NPC292665
Remote Similarity	0.638	NPC301987
Remote Similarity	0.638	NPC115188
Remote Similarity	0.638	NPC244994
Remote Similarity	0.638	NPC26433
Remote Similarity	0.6378	NPC183805
Remote Similarity	0.6378	NPC18890
Remote Similarity	0.6375	NPC128825
Remote Similarity	0.6373	NPC476098
Remote Similarity	0.6369	NPC95537
Remote Similarity	0.6369	NPC472245
Remote Similarity	0.6368	NPC234933
Remote Similarity	0.6364	NPC314186
Remote Similarity	0.6364	NPC192533
Remote Similarity	0.6364	NPC56170
Remote Similarity	0.6364	NPC219087
Remote Similarity	0.6359	NPC222561
Remote Similarity	0.6359	NPC193238
Remote Similarity	0.6359	NPC212123
Remote Similarity	0.6358	NPC239697
Remote Similarity	0.6355	NPC176371
Remote Similarity	0.6355	NPC136573
Remote Similarity	0.6354	NPC85613
Remote Similarity	0.6349	NPC73280
Remote Similarity	0.6347	NPC72473
Remote Similarity	0.6347	NPC307437
Remote Similarity	0.6347	NPC58827
Remote Similarity	0.6346	NPC303951
Remote Similarity	0.6346	NPC474366
Remote Similarity	0.6341	NPC156139
Remote Similarity	0.6341	NPC196976
Remote Similarity	0.6341	NPC268534
Remote Similarity	0.6335	NPC125252
Remote Similarity	0.6335	NPC127082
Remote Similarity	0.6333	NPC314223
Remote Similarity	0.6331	NPC109123
Remote Similarity	0.6328	NPC119569
Remote Similarity	0.6327	NPC473815
Remote Similarity	0.6327	NPC278434
Remote Similarity	0.6326	NPC478141
Remote Similarity	0.6323	NPC141523
Remote Similarity	0.6316	NPC218303

Drug Structure

NPD1913 OpenBabel08211701392D 26 27 0 0 0 0 0 0 0 0999 V2000 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 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 0.0000 -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 -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 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 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 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 2.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.4282 2.8660 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 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 -2.5000 0.0000 H 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 3 1 0 0 0 0 1 10 2 0 0 0 0 2 4 2 0 0 0 0 2 10 1 0 0 0 0 3 11 2 0 0 0 0 4 11 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 14 1 0 0 0 0 7 8 1 0 0 0 0 7 10 1 0 0 0 0 8 20 1 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 11 16 1 0 0 0 0 12 20 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 21 1 0 0 0 0 15 22 2 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014904
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	325.09
ALogP	0.2448
MLogP	2.45
XLogP	5.582
HDA	3
HBD	3
Rotatable Bonds	11
TPSA	69.56
RO5 Violation	1