NPASS drugs

Drug Information

Drug ID:	NPD6562
Drug Name:	Almitrine
Molecular Formula:	C26H29F2N7
Canonical SMILES:	C=CCN=c1[nH]c(=NCC=C)[nH]c(n1)N1CCN(CC1)C(c1ccc(cc1)F)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C26H29F2N7/c1-3-13-29-24-31-25(30-14-4-2)33-26(32-24)35-17-15-34(16-18-35)23(19-5-9-21(27)10-6-19)20-7-11-22(28)12-8-20/h3-12,23H,1-2,13-18H2,(H2,29,30,31,32,33)
Standard InCHIKey:	OBDOVFRMEYHSQB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6562

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	465
0.1-0.2	3828
0.2-0.3	10963
0.3-0.4	11708
0.4-0.5	3179
0.5-0.6	686
0.6-0.7	52
0.7-0.8	9
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	0.7615	NPC322040
Intermediate Similarity	0.7545	NPC329430
Intermediate Similarity	0.7431	NPC470926
Intermediate Similarity	0.7387	NPC108339
Intermediate Similarity	0.7168	NPC471319
Intermediate Similarity	0.7168	NPC471320
Intermediate Similarity	0.7103	NPC169016
Intermediate Similarity	0.7009	NPC119677
Intermediate Similarity	0.7009	NPC239854
Remote Similarity	0.6842	NPC469330
Remote Similarity	0.6842	NPC7067
Remote Similarity	0.6818	NPC258046
Remote Similarity	0.6769	NPC475915
Remote Similarity	0.6767	NPC252794
Remote Similarity	0.675	NPC469974
Remote Similarity	0.6723	NPC291610
Remote Similarity	0.6697	NPC104070
Remote Similarity	0.6693	NPC288232
Remote Similarity	0.6589	NPC313449
Remote Similarity	0.6557	NPC474695
Remote Similarity	0.6542	NPC12857
Remote Similarity	0.6532	NPC164802
Remote Similarity	0.6509	NPC271642
Remote Similarity	0.6462	NPC192209
Remote Similarity	0.6444	NPC52764
Remote Similarity	0.6423	NPC473418
Remote Similarity	0.6415	NPC98976
Remote Similarity	0.6364	NPC231986
Remote Similarity	0.6296	NPC98269
Remote Similarity	0.6296	NPC325662
Remote Similarity	0.6279	NPC187036
Remote Similarity	0.6279	NPC296163
Remote Similarity	0.6279	NPC314141
Remote Similarity	0.627	NPC302790
Remote Similarity	0.625	NPC311242
Remote Similarity	0.6232	NPC145754
Remote Similarity	0.6204	NPC139658
Remote Similarity	0.6195	NPC133162
Remote Similarity	0.6194	NPC326232
Remote Similarity	0.6184	NPC469975
Remote Similarity	0.6174	NPC204141
Remote Similarity	0.6165	NPC264580
Remote Similarity	0.6149	NPC314114
Remote Similarity	0.6148	NPC314192
Remote Similarity	0.6143	NPC9856
Remote Similarity	0.6142	NPC77294
Remote Similarity	0.6111	NPC473498
Remote Similarity	0.6098	NPC474582
Remote Similarity	0.6045	NPC220698
Remote Similarity	0.6038	NPC219246
Remote Similarity	0.6032	NPC167336
Remote Similarity	0.6028	NPC473417
Remote Similarity	0.6019	NPC113000
Remote Similarity	0.6019	NPC122327
Remote Similarity	0.6019	NPC112609
Remote Similarity	0.6019	NPC299134
Remote Similarity	0.6015	NPC313673
Remote Similarity	0.6014	NPC101165
Remote Similarity	0.6	NPC474430
Remote Similarity	0.6	NPC290638
Remote Similarity	0.6	NPC471309
Remote Similarity	0.5987	NPC109787
Remote Similarity	0.5984	NPC472258
Remote Similarity	0.5959	NPC132636
Remote Similarity	0.5952	NPC275467
Remote Similarity	0.5948	NPC203076
Remote Similarity	0.5944	NPC325479
Remote Similarity	0.5929	NPC477937
Remote Similarity	0.5926	NPC244738
Remote Similarity	0.5926	NPC320656
Remote Similarity	0.5912	NPC71684
Remote Similarity	0.5912	NPC273830
Remote Similarity	0.5897	NPC17497
Remote Similarity	0.5897	NPC305602
Remote Similarity	0.5897	NPC473031
Remote Similarity	0.5896	NPC125416
Remote Similarity	0.5896	NPC470544
Remote Similarity	0.5888	NPC229235
Remote Similarity	0.5886	NPC475990
Remote Similarity	0.5882	NPC191444
Remote Similarity	0.5871	NPC117032
Remote Similarity	0.5852	NPC470545
Remote Similarity	0.5846	NPC292758
Remote Similarity	0.5846	NPC65855
Remote Similarity	0.5839	NPC88097
Remote Similarity	0.5833	NPC32858
Remote Similarity	0.5833	NPC194857
Remote Similarity	0.5833	NPC226438
Remote Similarity	0.5833	NPC53044
Remote Similarity	0.5828	NPC20144
Remote Similarity	0.5827	NPC328683
Remote Similarity	0.5827	NPC283130
Remote Similarity	0.5822	NPC300299
Remote Similarity	0.5821	NPC101139
Remote Similarity	0.582	NPC303045
Remote Similarity	0.582	NPC161972
Remote Similarity	0.5818	NPC276699
Remote Similarity	0.5814	NPC434
Remote Similarity	0.5814	NPC79618
Remote Similarity	0.5809	NPC470546
Remote Similarity	0.5798	NPC176858
Remote Similarity	0.5798	NPC470877
Remote Similarity	0.5796	NPC476219
Remote Similarity	0.5786	NPC276085
Remote Similarity	0.5775	NPC478079
Remote Similarity	0.5764	NPC126458
Remote Similarity	0.5763	NPC60408
Remote Similarity	0.5753	NPC267237
Remote Similarity	0.5752	NPC469735
Remote Similarity	0.575	NPC121872
Remote Similarity	0.575	NPC78041
Remote Similarity	0.575	NPC471307
Remote Similarity	0.575	NPC141139
Remote Similarity	0.575	NPC74936
Remote Similarity	0.575	NPC159178
Remote Similarity	0.575	NPC209764
Remote Similarity	0.5734	NPC111428
Remote Similarity	0.5723	NPC222029
Remote Similarity	0.5714	NPC470203
Remote Similarity	0.5714	NPC469740
Remote Similarity	0.5705	NPC125746
Remote Similarity	0.5705	NPC206592
Remote Similarity	0.5696	NPC476297
Remote Similarity	0.5687	NPC221786
Remote Similarity	0.5687	NPC474880
Remote Similarity	0.5679	NPC247987
Remote Similarity	0.5677	NPC321617
Remote Similarity	0.5676	NPC198988
Remote Similarity	0.5669	NPC329375
Remote Similarity	0.5667	NPC130251
Remote Similarity	0.5664	NPC469949
Remote Similarity	0.5664	NPC476950
Remote Similarity	0.5662	NPC315276
Remote Similarity	0.5662	NPC14672
Remote Similarity	0.5662	NPC285926
Remote Similarity	0.566	NPC84317
Remote Similarity	0.5652	NPC229173
Remote Similarity	0.5652	NPC470204
Remote Similarity	0.5652	NPC122141
Remote Similarity	0.5646	NPC313352
Remote Similarity	0.5645	NPC25565
Remote Similarity	0.5638	NPC325252
Remote Similarity	0.5634	NPC79698
Remote Similarity	0.563	NPC246904
Remote Similarity	0.563	NPC33742
Remote Similarity	0.5629	NPC2823
Remote Similarity	0.562	NPC172128
Remote Similarity	0.5617	NPC225018
Remote Similarity	0.5616	NPC476689
Remote Similarity	0.5616	NPC476685
Remote Similarity	0.5616	NPC476687
Remote Similarity	0.5615	NPC45033
Remote Similarity	0.5605	NPC66936
Remote Similarity	0.56	NPC473501
Remote Similarity	0.56	NPC83214
Remote Similarity	0.56	NPC475439
Remote Similarity	0.56	NPC214988

Drug Structure

NPD6562 OpenBabel08211710072D 37 40 0 0 0 0 0 0 0 0999 V2000 0.0000 5.0000 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 -0.8660 4.5000 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 -6.0622 -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 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 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 -3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 -3.4641 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 -2.5981 0.5000 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 -5.1962 -1.0000 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 -6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 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 0.0000 2.0000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -5.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 -3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 2 4 2 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 5 9 1 0 0 0 0 5 19 2 0 0 0 0 6 10 2 0 0 0 0 6 19 1 0 0 0 0 7 11 1 0 0 0 0 7 20 2 0 0 0 0 8 12 2 0 0 0 0 8 20 1 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 22 2 0 0 0 0 12 22 1 0 0 0 0 13 29 1 0 0 0 0 14 30 1 0 0 0 0 15 17 1 0 0 0 0 15 34 1 0 0 0 0 16 18 1 0 0 0 0 16 34 1 0 0 0 0 17 35 1 0 0 0 0 18 35 1 0 0 0 0 19 23 1 0 0 0 0 20 23 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 23 34 1 0 0 0 0 24 29 2 3 0 0 0 24 31 1 0 0 0 0 24 32 1 0 0 0 0 25 30 2 3 0 0 0 25 31 1 0 0 0 0 25 33 1 0 0 0 0 26 32 2 0 0 0 0 26 33 1 0 0 0 0 26 35 1 0 0 0 0 31 36 1 0 0 0 0 33 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000468
DrugBank	DB01430
ChEMBL	CHEMBL1183717
IUPHAR/BPS
PharmaGKB	PA164750492
KEGG Drug	D02822
PubChem CID	33887
ChEBI	53778
CAS Number	27469-53-0

Drug Properties

Molecular Weight	477.25
ALogP	1.4376
MLogP	3.33
XLogP	5.631
HDA	7
HBD	2
Rotatable Bonds	10
TPSA	67.62
RO5 Violation	1