NPASS drugs

Drug Information

Drug ID:	NPD3286
Drug Name:	MIV-150
Molecular Formula:	C19H17FN4O3
Canonical SMILES:	CCC(=O)c1ccc(c(c1O)[C@@H]1C[C@@H]1N=C(N=c1ccc(c[nH]1)C#N)O)F
Standard InCHI:	InChI=1S/C19H17FN4O3/c1-2-15(25)11-4-5-13(20)17(18(11)26)12-7-14(12)23-19(27)24-16-6-3-10(8-21)9-22-16/h3-6,9,12,14,26H,2,7H2,1H3,(H2,22,23,24,27)/t12-,14+/m1/s1
Standard InCHIKey:	NKPHEWJJTGPRSL-OCCSQVGLSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3286

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	187
0.1-0.2	1045
0.2-0.3	4664
0.3-0.4	8036
0.4-0.5	9205
0.5-0.6	7411
0.6-0.7	339
0.7-0.8	3
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	0.7178	NPC236795
Intermediate Similarity	0.7126	NPC297322
Intermediate Similarity	0.7	NPC476444
Remote Similarity	0.6982	NPC119569
Remote Similarity	0.6923	NPC473804
Remote Similarity	0.6851	NPC314693
Remote Similarity	0.6829	NPC328070
Remote Similarity	0.6805	NPC13696
Remote Similarity	0.6786	NPC238108
Remote Similarity	0.6703	NPC66490
Remote Similarity	0.6667	NPC326966
Remote Similarity	0.6667	NPC473055
Remote Similarity	0.6667	NPC473052
Remote Similarity	0.6649	NPC291305
Remote Similarity	0.6646	NPC325651
Remote Similarity	0.6627	NPC48202
Remote Similarity	0.6627	NPC322526
Remote Similarity	0.6627	NPC471201
Remote Similarity	0.6626	NPC305717
Remote Similarity	0.6612	NPC101207
Remote Similarity	0.6556	NPC469243
Remote Similarity	0.6554	NPC68967
Remote Similarity	0.6541	NPC283760
Remote Similarity	0.6529	NPC471316
Remote Similarity	0.6526	NPC469973
Remote Similarity	0.6524	NPC476353
Remote Similarity	0.6522	NPC27581
Remote Similarity	0.6517	NPC473580
Remote Similarity	0.6514	NPC2672
Remote Similarity	0.6488	NPC267237
Remote Similarity	0.6485	NPC296712
Remote Similarity	0.6477	NPC295531
Remote Similarity	0.6471	NPC224584
Remote Similarity	0.6464	NPC475544
Remote Similarity	0.6456	NPC477453
Remote Similarity	0.6453	NPC33011
Remote Similarity	0.645	NPC470441
Remote Similarity	0.6448	NPC223207
Remote Similarity	0.6446	NPC478147
Remote Similarity	0.6437	NPC323798
Remote Similarity	0.6433	NPC118202
Remote Similarity	0.6432	NPC129486
Remote Similarity	0.6417	NPC54661
Remote Similarity	0.6417	NPC163924
Remote Similarity	0.6417	NPC475532
Remote Similarity	0.6417	NPC12890
Remote Similarity	0.6413	NPC304074
Remote Similarity	0.6413	NPC471771
Remote Similarity	0.6413	NPC290755
Remote Similarity	0.641	NPC283207
Remote Similarity	0.6398	NPC274198
Remote Similarity	0.6398	NPC198254
Remote Similarity	0.6383	NPC165285
Remote Similarity	0.638	NPC307174
Remote Similarity	0.6369	NPC242136
Remote Similarity	0.6369	NPC211421
Remote Similarity	0.6359	NPC329790
Remote Similarity	0.6358	NPC168861
Remote Similarity	0.6347	NPC473017
Remote Similarity	0.6347	NPC48248
Remote Similarity	0.6337	NPC249899
Remote Similarity	0.6337	NPC214988
Remote Similarity	0.6335	NPC313708
Remote Similarity	0.6335	NPC319950
Remote Similarity	0.6325	NPC62952
Remote Similarity	0.6325	NPC306765
Remote Similarity	0.6322	NPC472241
Remote Similarity	0.6319	NPC303737
Remote Similarity	0.6319	NPC474862
Remote Similarity	0.6316	NPC315406
Remote Similarity	0.6312	NPC121259
Remote Similarity	0.6312	NPC269414
Remote Similarity	0.631	NPC276506
Remote Similarity	0.6303	NPC142956
Remote Similarity	0.6296	NPC206778
Remote Similarity	0.6296	NPC285829
Remote Similarity	0.6294	NPC58685
Remote Similarity	0.6289	NPC317254
Remote Similarity	0.6289	NPC161304
Remote Similarity	0.6287	NPC105157
Remote Similarity	0.6287	NPC266689
Remote Similarity	0.6287	NPC162612
Remote Similarity	0.6287	NPC23126
Remote Similarity	0.6287	NPC103356
Remote Similarity	0.6287	NPC30501
Remote Similarity	0.6287	NPC190043
Remote Similarity	0.6287	NPC72158
Remote Similarity	0.6287	NPC98254
Remote Similarity	0.6287	NPC169250
Remote Similarity	0.6287	NPC100067
Remote Similarity	0.628	NPC309765
Remote Similarity	0.6279	NPC313694
Remote Similarity	0.6279	NPC242159
Remote Similarity	0.6273	NPC184527
Remote Similarity	0.6264	NPC91953
Remote Similarity	0.6263	NPC196243
Remote Similarity	0.6258	NPC473050
Remote Similarity	0.6258	NPC473051
Remote Similarity	0.6257	NPC280022
Remote Similarity	0.6257	NPC470019
Remote Similarity	0.6257	NPC115458
Remote Similarity	0.6256	NPC150308
Remote Similarity	0.625	NPC281686
Remote Similarity	0.625	NPC106551
Remote Similarity	0.625	NPC188867
Remote Similarity	0.625	NPC82963
Remote Similarity	0.625	NPC221777
Remote Similarity	0.625	NPC21305
Remote Similarity	0.6243	NPC153007
Remote Similarity	0.6242	NPC65761
Remote Similarity	0.6242	NPC472029
Remote Similarity	0.6242	NPC275410
Remote Similarity	0.6242	NPC477153
Remote Similarity	0.6235	NPC244866
Remote Similarity	0.6235	NPC188814
Remote Similarity	0.6235	NPC195262
Remote Similarity	0.6229	NPC326241
Remote Similarity	0.6228	NPC267846
Remote Similarity	0.6228	NPC473751
Remote Similarity	0.6228	NPC3224
Remote Similarity	0.6221	NPC208725
Remote Similarity	0.6215	NPC16188
Remote Similarity	0.6215	NPC472242
Remote Similarity	0.6213	NPC146647
Remote Similarity	0.6213	NPC474998
Remote Similarity	0.6213	NPC34414
Remote Similarity	0.6211	NPC38458
Remote Similarity	0.6211	NPC17698
Remote Similarity	0.6211	NPC311737
Remote Similarity	0.6207	NPC197921
Remote Similarity	0.6205	NPC173978
Remote Similarity	0.6205	NPC234890
Remote Similarity	0.6205	NPC74507
Remote Similarity	0.6205	NPC132751
Remote Similarity	0.6194	NPC228737
Remote Similarity	0.6194	NPC141523
Remote Similarity	0.619	NPC116513
Remote Similarity	0.619	NPC116057
Remote Similarity	0.6188	NPC240163
Remote Similarity	0.6188	NPC322197
Remote Similarity	0.6185	NPC316574
Remote Similarity	0.6182	NPC282577
Remote Similarity	0.6182	NPC91105
Remote Similarity	0.6182	NPC300274
Remote Similarity	0.6178	NPC474149
Remote Similarity	0.6176	NPC45191
Remote Similarity	0.6176	NPC55949
Remote Similarity	0.6173	NPC273282
Remote Similarity	0.6173	NPC474890
Remote Similarity	0.6173	NPC41567
Remote Similarity	0.6173	NPC161943
Remote Similarity	0.6168	NPC475733
Remote Similarity	0.6168	NPC477937
Remote Similarity	0.6159	NPC178395
Remote Similarity	0.6159	NPC179092
Remote Similarity	0.6159	NPC26433
Remote Similarity	0.6159	NPC301987
Remote Similarity	0.6159	NPC35856
Remote Similarity	0.6159	NPC115188
Remote Similarity	0.6159	NPC292665
Remote Similarity	0.6159	NPC159760
Remote Similarity	0.6159	NPC244994
Remote Similarity	0.6159	NPC222876
Remote Similarity	0.6159	NPC272454
Remote Similarity	0.6158	NPC317727
Remote Similarity	0.6154	NPC282923
Remote Similarity	0.6154	NPC96024
Remote Similarity	0.6149	NPC272268
Remote Similarity	0.6149	NPC108288
Remote Similarity	0.6149	NPC83718
Remote Similarity	0.6145	NPC375356
Remote Similarity	0.6145	NPC275145
Remote Similarity	0.6145	NPC285394
Remote Similarity	0.614	NPC244699
Remote Similarity	0.614	NPC475042
Remote Similarity	0.6138	NPC471778
Remote Similarity	0.6135	NPC239697
Remote Similarity	0.6135	NPC184579
Remote Similarity	0.6135	NPC473767
Remote Similarity	0.6135	NPC233165
Remote Similarity	0.6134	NPC327005
Remote Similarity	0.6131	NPC227741
Remote Similarity	0.6131	NPC160499
Remote Similarity	0.6131	NPC295202
Remote Similarity	0.6131	NPC49647
Remote Similarity	0.6131	NPC136342
Remote Similarity	0.6131	NPC231774
Remote Similarity	0.6129	NPC475983
Remote Similarity	0.6127	NPC161964
Remote Similarity	0.6127	NPC166480
Remote Similarity	0.6127	NPC475088
Remote Similarity	0.6127	NPC472262
Remote Similarity	0.6127	NPC6913
Remote Similarity	0.6127	NPC287604
Remote Similarity	0.6127	NPC282780
Remote Similarity	0.6125	NPC118288
Remote Similarity	0.6125	NPC276111
Remote Similarity	0.6121	NPC215392
Remote Similarity	0.6121	NPC142577
Remote Similarity	0.6121	NPC196976

Drug Structure

NPD3286 OpenBabel08211703112D 30 32 0 0 1 0 0 0 0 0999 V2000 -2.5981 1.5000 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 6.1962 -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 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 0.5000 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 1.7321 -0.0000 0.0000 C 0 0 2 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 2.7321 -0.0000 0.0000 C 0 0 1 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 5.3301 1.5000 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 3.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 3.0000 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 1.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 15 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 16 1 0 0 0 0 7 12 1 0 0 0 0 7 14 1 0 0 0 0 8 10 1 0 0 0 0 8 21 3 0 0 0 0 9 10 2 0 0 0 0 9 22 1 0 0 0 0 11 15 1 0 0 0 0 11 18 2 0 0 0 0 12 14 1 0 0 0 0 12 17 1 1 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 14 23 1 1 0 0 0 15 25 2 0 0 0 0 16 22 1 0 0 0 0 16 24 2 3 0 0 0 17 18 1 0 0 0 0 18 26 1 0 0 0 0 19 23 2 3 0 0 0 19 24 1 0 0 0 0 19 27 1 0 0 0 0 22 28 1 0 0 0 0 26 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008556
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	368.13
ALogP	-0.9103
MLogP	2.67
XLogP	2.236
HDA	6
HBD	3
Rotatable Bonds	9
TPSA	118.07
RO5 Violation	0