NPASS drugs

Drug Information

Drug ID:	NPD5309
Drug Name:
Molecular Formula:	C22H32Cl2N2O4
Canonical SMILES:	CCCCCN(C(=O)C(N=C(c1ccc(c(c1)Cl)Cl)O)CCC(=O)[O-])CCCCC
Standard InCHI:	InChI=1S/C22H32Cl2N2O4/c1-3-5-7-13-26(14-8-6-4-2)22(30)19(11-12-20(27)28)25-21(29)16-9-10-17(23)18(24)15-16/h9-10,15,19H,3-8,11-14H2,1-2H3,(H,25,29)(H,27,28)/p-1
Standard InCHIKey:	IEKOTSCYBBDIJC-UHFFFAOYSA-M
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5309

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	120
0.1-0.2	1264
0.2-0.3	6456
0.3-0.4	11747
0.4-0.5	10071
0.5-0.6	949
0.6-0.7	281
0.7-0.8	2
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	0.7114	NPC469666
Intermediate Similarity	0.7089	NPC311658
Remote Similarity	0.6792	NPC315283
Remote Similarity	0.6792	NPC314388
Remote Similarity	0.6752	NPC316906
Remote Similarity	0.675	NPC313867
Remote Similarity	0.675	NPC316008
Remote Similarity	0.6739	NPC473371
Remote Similarity	0.6712	NPC470545
Remote Similarity	0.6709	NPC163392
Remote Similarity	0.6709	NPC239762
Remote Similarity	0.6708	NPC314358
Remote Similarity	0.6667	NPC111428
Remote Similarity	0.6667	NPC6975
Remote Similarity	0.6667	NPC469427
Remote Similarity	0.6667	NPC473341
Remote Similarity	0.6667	NPC470546
Remote Similarity	0.6667	NPC469426
Remote Similarity	0.6644	NPC470544
Remote Similarity	0.6628	NPC294516
Remote Similarity	0.6628	NPC107938
Remote Similarity	0.6605	NPC81026
Remote Similarity	0.6596	NPC469443
Remote Similarity	0.6579	NPC4974
Remote Similarity	0.6577	NPC200964
Remote Similarity	0.657	NPC61004
Remote Similarity	0.6564	NPC16188
Remote Similarity	0.6552	NPC46009
Remote Similarity	0.6543	NPC266741
Remote Similarity	0.6541	NPC242159
Remote Similarity	0.6541	NPC313694
Remote Similarity	0.6538	NPC246079
Remote Similarity	0.6533	NPC202521
Remote Similarity	0.6532	NPC209463
Remote Similarity	0.6531	NPC239357
Remote Similarity	0.6529	NPC114806
Remote Similarity	0.6527	NPC39431
Remote Similarity	0.6507	NPC471318
Remote Similarity	0.6507	NPC33742
Remote Similarity	0.6485	NPC254798
Remote Similarity	0.6478	NPC127741
Remote Similarity	0.6478	NPC471264
Remote Similarity	0.6478	NPC471265
Remote Similarity	0.6474	NPC130309
Remote Similarity	0.6471	NPC3371
Remote Similarity	0.6471	NPC24617
Remote Similarity	0.6467	NPC262166
Remote Similarity	0.6467	NPC5194
Remote Similarity	0.6467	NPC476990
Remote Similarity	0.6467	NPC56685
Remote Similarity	0.6467	NPC261934
Remote Similarity	0.646	NPC476989
Remote Similarity	0.6457	NPC40234
Remote Similarity	0.6457	NPC475123
Remote Similarity	0.6457	NPC475204
Remote Similarity	0.6441	NPC155506
Remote Similarity	0.6441	NPC159767
Remote Similarity	0.6441	NPC279871
Remote Similarity	0.6441	NPC473402
Remote Similarity	0.6438	NPC35850
Remote Similarity	0.6438	NPC276949
Remote Similarity	0.6433	NPC257390
Remote Similarity	0.6424	NPC71684
Remote Similarity	0.642	NPC230611
Remote Similarity	0.6419	NPC14672
Remote Similarity	0.6419	NPC315276
Remote Similarity	0.6419	NPC285926
Remote Similarity	0.6407	NPC162104
Remote Similarity	0.6392	NPC220060
Remote Similarity	0.6391	NPC473580
Remote Similarity	0.6387	NPC199738
Remote Similarity	0.6387	NPC210950
Remote Similarity	0.6384	NPC306804
Remote Similarity	0.6384	NPC273755
Remote Similarity	0.6384	NPC137627
Remote Similarity	0.6382	NPC252878
Remote Similarity	0.6378	NPC51047
Remote Similarity	0.6369	NPC202198
Remote Similarity	0.6369	NPC255447
Remote Similarity	0.6364	NPC101719
Remote Similarity	0.6359	NPC469444
Remote Similarity	0.6357	NPC318154
Remote Similarity	0.6348	NPC476227
Remote Similarity	0.6348	NPC473354
Remote Similarity	0.6347	NPC7817
Remote Similarity	0.6347	NPC475168
Remote Similarity	0.6346	NPC473322
Remote Similarity	0.6344	NPC470728
Remote Similarity	0.6341	NPC315266
Remote Similarity	0.634	NPC46427
Remote Similarity	0.6333	NPC220698
Remote Similarity	0.6333	NPC269750
Remote Similarity	0.6333	NPC194671
Remote Similarity	0.6313	NPC50016
Remote Similarity	0.631	NPC233702
Remote Similarity	0.6308	NPC194699
Remote Similarity	0.6308	NPC219350
Remote Similarity	0.6306	NPC300315
Remote Similarity	0.6299	NPC222466
Remote Similarity	0.6296	NPC476259
Remote Similarity	0.6294	NPC45033
Remote Similarity	0.6294	NPC476268
Remote Similarity	0.6287	NPC2501
Remote Similarity	0.628	NPC476978
Remote Similarity	0.628	NPC52748
Remote Similarity	0.6273	NPC68865
Remote Similarity	0.6271	NPC276506
Remote Similarity	0.6271	NPC198254
Remote Similarity	0.6271	NPC274198
Remote Similarity	0.6265	NPC329761
Remote Similarity	0.6265	NPC225648
Remote Similarity	0.6265	NPC145113
Remote Similarity	0.6264	NPC471053
Remote Similarity	0.6264	NPC473404
Remote Similarity	0.6264	NPC471052
Remote Similarity	0.6264	NPC471051
Remote Similarity	0.6263	NPC469445
Remote Similarity	0.6258	NPC263493
Remote Similarity	0.6258	NPC168113
Remote Similarity	0.6258	NPC269398
Remote Similarity	0.6257	NPC26108
Remote Similarity	0.625	NPC190663
Remote Similarity	0.625	NPC248283
Remote Similarity	0.625	NPC473491
Remote Similarity	0.6243	NPC475544
Remote Similarity	0.6243	NPC45037
Remote Similarity	0.6243	NPC469243
Remote Similarity	0.6242	NPC311753
Remote Similarity	0.6242	NPC471680
Remote Similarity	0.6242	NPC322878
Remote Similarity	0.6242	NPC5620
Remote Similarity	0.6242	NPC209509
Remote Similarity	0.6235	NPC98424
Remote Similarity	0.6235	NPC470902
Remote Similarity	0.6235	NPC476133
Remote Similarity	0.6235	NPC92784
Remote Similarity	0.6235	NPC132636
Remote Similarity	0.6235	NPC178662
Remote Similarity	0.6235	NPC470884
Remote Similarity	0.6233	NPC313981
Remote Similarity	0.6229	NPC63931
Remote Similarity	0.6226	NPC48909
Remote Similarity	0.622	NPC197682
Remote Similarity	0.622	NPC161069
Remote Similarity	0.622	NPC77905
Remote Similarity	0.622	NPC468984
Remote Similarity	0.622	NPC176226
Remote Similarity	0.6211	NPC76785
Remote Similarity	0.6211	NPC474811
Remote Similarity	0.6211	NPC79465
Remote Similarity	0.6211	NPC474787
Remote Similarity	0.6211	NPC476102
Remote Similarity	0.6211	NPC118099
Remote Similarity	0.6211	NPC90194
Remote Similarity	0.6211	NPC475598
Remote Similarity	0.6211	NPC273907
Remote Similarity	0.6211	NPC474855
Remote Similarity	0.6211	NPC9687
Remote Similarity	0.6211	NPC475318
Remote Similarity	0.6211	NPC260045
Remote Similarity	0.6211	NPC49577
Remote Similarity	0.6211	NPC293377
Remote Similarity	0.6211	NPC151706
Remote Similarity	0.6203	NPC478147
Remote Similarity	0.6203	NPC200589
Remote Similarity	0.6199	NPC244509
Remote Similarity	0.6197	NPC471310
Remote Similarity	0.6196	NPC48202
Remote Similarity	0.6196	NPC294951
Remote Similarity	0.6196	NPC471049
Remote Similarity	0.6196	NPC471048
Remote Similarity	0.6196	NPC471050
Remote Similarity	0.6194	NPC22746
Remote Similarity	0.619	NPC13470
Remote Similarity	0.6188	NPC287401
Remote Similarity	0.6187	NPC33168
Remote Similarity	0.6184	NPC319950
Remote Similarity	0.6181	NPC327481
Remote Similarity	0.6181	NPC277306
Remote Similarity	0.6181	NPC469442
Remote Similarity	0.6178	NPC319766
Remote Similarity	0.6176	NPC122590
Remote Similarity	0.6175	NPC476321
Remote Similarity	0.6169	NPC160493
Remote Similarity	0.6169	NPC474862
Remote Similarity	0.6168	NPC135121
Remote Similarity	0.6167	NPC471165
Remote Similarity	0.615	NPC234069
Remote Similarity	0.6149	NPC474584
Remote Similarity	0.6145	NPC89831
Remote Similarity	0.6145	NPC201244
Remote Similarity	0.6145	NPC477217
Remote Similarity	0.6144	NPC476183
Remote Similarity	0.6144	NPC27833
Remote Similarity	0.6141	NPC471526
Remote Similarity	0.614	NPC137437
Remote Similarity	0.614	NPC112839
Remote Similarity	0.614	NPC44357
Remote Similarity	0.614	NPC24661
Remote Similarity	0.6139	NPC17374

Drug Structure

NPD5309 OpenBabel08211706322D 31 31 0 0 1 0 0 0 0 0999 V2000 6.0622 4.5000 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 4.0000 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 6.9282 3.0000 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 6.0622 2.5000 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 1.7321 1.0000 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 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 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 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 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 3.4641 1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 3.0000 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 O 0 5 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 4.3301 2.5000 0.0000 O 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 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 13 1 0 0 0 0 8 14 1 0 0 0 0 9 10 2 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 11 19 1 0 0 0 0 12 20 1 0 0 0 0 13 26 1 0 0 0 0 14 26 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 21 1 0 0 0 0 17 18 2 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 22 1 0 0 0 0 19 25 1 0 0 0 0 20 27 2 0 0 0 0 20 28 1 0 0 0 0 21 25 2 3 0 0 0 21 29 1 0 0 0 0 22 26 1 0 0 0 0 22 30 2 0 0 0 0 29 31 1 0 0 0 0 M CHG 1 28 -1 M END $$$$

External Identifiers

TTD	DPR000021
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3959
ChEBI
CAS Number

Drug Properties

Molecular Weight	457.17
ALogP	-2.1579
MLogP	3
XLogP	4.867
HDA	6
HBD	1
Rotatable Bonds	21
TPSA	93.03
RO5 Violation	1