NPASS drugs

Drug Information

Drug ID:	NPD5308
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)
Standard InCHIKey:	IEKOTSCYBBDIJC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5308

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	126
0.1-0.2	1202
0.2-0.3	6141
0.3-0.4	12214
0.4-0.5	10002
0.5-0.6	901
0.6-0.7	302
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	0.7152	NPC311658
Intermediate Similarity	0.7067	NPC469666
Remote Similarity	0.6855	NPC315283
Remote Similarity	0.6855	NPC314388
Remote Similarity	0.6815	NPC316906
Remote Similarity	0.6813	NPC316008
Remote Similarity	0.6813	NPC313867
Remote Similarity	0.6793	NPC473371
Remote Similarity	0.6781	NPC470545
Remote Similarity	0.6772	NPC239762
Remote Similarity	0.6772	NPC163392
Remote Similarity	0.677	NPC314358
Remote Similarity	0.6735	NPC470546
Remote Similarity	0.6733	NPC6975
Remote Similarity	0.6732	NPC111428
Remote Similarity	0.673	NPC469426
Remote Similarity	0.673	NPC469427
Remote Similarity	0.6727	NPC473341
Remote Similarity	0.6712	NPC470544
Remote Similarity	0.6686	NPC294516
Remote Similarity	0.6686	NPC107938
Remote Similarity	0.6667	NPC81026
Remote Similarity	0.6649	NPC469443
Remote Similarity	0.6644	NPC200964
Remote Similarity	0.6628	NPC61004
Remote Similarity	0.6626	NPC16188
Remote Similarity	0.6609	NPC46009
Remote Similarity	0.6605	NPC266741
Remote Similarity	0.6603	NPC246079
Remote Similarity	0.66	NPC202521
Remote Similarity	0.6599	NPC239357
Remote Similarity	0.659	NPC209463
Remote Similarity	0.6588	NPC114806
Remote Similarity	0.6587	NPC39431
Remote Similarity	0.6575	NPC33742
Remote Similarity	0.6575	NPC471318
Remote Similarity	0.6545	NPC254798
Remote Similarity	0.6541	NPC127741
Remote Similarity	0.6541	NPC471265
Remote Similarity	0.6541	NPC471264
Remote Similarity	0.6538	NPC130309
Remote Similarity	0.6536	NPC4974
Remote Similarity	0.6533	NPC476990
Remote Similarity	0.6529	NPC24617
Remote Similarity	0.6527	NPC56685
Remote Similarity	0.6527	NPC5194
Remote Similarity	0.6527	NPC261934
Remote Similarity	0.6527	NPC262166
Remote Similarity	0.6522	NPC476989
Remote Similarity	0.6514	NPC40234
Remote Similarity	0.6514	NPC475123
Remote Similarity	0.6514	NPC475204
Remote Similarity	0.6507	NPC35850
Remote Similarity	0.6507	NPC276949
Remote Similarity	0.65	NPC242159
Remote Similarity	0.65	NPC313694
Remote Similarity	0.6497	NPC473402
Remote Similarity	0.6497	NPC159767
Remote Similarity	0.6497	NPC279871
Remote Similarity	0.6497	NPC155506
Remote Similarity	0.649	NPC71684
Remote Similarity	0.6477	NPC230611
Remote Similarity	0.6467	NPC162104
Remote Similarity	0.645	NPC473580
Remote Similarity	0.6447	NPC252878
Remote Similarity	0.6443	NPC220060
Remote Similarity	0.6441	NPC137627
Remote Similarity	0.6441	NPC306804
Remote Similarity	0.6441	NPC273755
Remote Similarity	0.6433	NPC255447
Remote Similarity	0.6432	NPC51047
Remote Similarity	0.6429	NPC202198
Remote Similarity	0.6429	NPC101719
Remote Similarity	0.6423	NPC3371
Remote Similarity	0.641	NPC469444
Remote Similarity	0.641	NPC473322
Remote Similarity	0.6407	NPC475168
Remote Similarity	0.6407	NPC7817
Remote Similarity	0.6405	NPC46427
Remote Similarity	0.6404	NPC476227
Remote Similarity	0.6404	NPC473354
Remote Similarity	0.6402	NPC315266
Remote Similarity	0.6398	NPC470728
Remote Similarity	0.6392	NPC257390
Remote Similarity	0.6389	NPC269750
Remote Similarity	0.6389	NPC194671
Remote Similarity	0.6376	NPC285926
Remote Similarity	0.6376	NPC315276
Remote Similarity	0.6376	NPC14672
Remote Similarity	0.6369	NPC233702
Remote Similarity	0.6369	NPC50016
Remote Similarity	0.6369	NPC300315
Remote Similarity	0.6364	NPC222466
Remote Similarity	0.6359	NPC219350
Remote Similarity	0.6359	NPC194699
Remote Similarity	0.6358	NPC476259
Remote Similarity	0.6353	NPC476268
Remote Similarity	0.6347	NPC2501
Remote Similarity	0.6346	NPC199738
Remote Similarity	0.6346	NPC210950
Remote Similarity	0.6341	NPC476978
Remote Similarity	0.6341	NPC52748
Remote Similarity	0.6335	NPC68865
Remote Similarity	0.6328	NPC198254
Remote Similarity	0.6328	NPC274198
Remote Similarity	0.6328	NPC276506
Remote Similarity	0.6325	NPC225648
Remote Similarity	0.6325	NPC145113
Remote Similarity	0.6325	NPC329761
Remote Similarity	0.6322	NPC471052
Remote Similarity	0.6322	NPC471051
Remote Similarity	0.6322	NPC471053
Remote Similarity	0.6319	NPC269398
Remote Similarity	0.6319	NPC263493
Remote Similarity	0.6319	NPC473404
Remote Similarity	0.6319	NPC168113
Remote Similarity	0.6316	NPC190663
Remote Similarity	0.6313	NPC26108
Remote Similarity	0.6313	NPC469445
Remote Similarity	0.6312	NPC248283
Remote Similarity	0.6312	NPC318154
Remote Similarity	0.631	NPC473491
Remote Similarity	0.6303	NPC5620
Remote Similarity	0.6303	NPC209509
Remote Similarity	0.6303	NPC322878
Remote Similarity	0.6301	NPC469243
Remote Similarity	0.6301	NPC475544
Remote Similarity	0.6298	NPC45037
Remote Similarity	0.6296	NPC476133
Remote Similarity	0.6296	NPC178662
Remote Similarity	0.6296	NPC132636
Remote Similarity	0.6296	NPC92784
Remote Similarity	0.6296	NPC98424
Remote Similarity	0.6296	NPC470884
Remote Similarity	0.6294	NPC470902
Remote Similarity	0.6291	NPC220698
Remote Similarity	0.6286	NPC63931
Remote Similarity	0.628	NPC197682
Remote Similarity	0.628	NPC161069
Remote Similarity	0.628	NPC77905
Remote Similarity	0.628	NPC176226
Remote Similarity	0.6268	NPC471310
Remote Similarity	0.6266	NPC200589
Remote Similarity	0.6258	NPC22746
Remote Similarity	0.6257	NPC244509
Remote Similarity	0.625	NPC471048
Remote Similarity	0.625	NPC45033
Remote Similarity	0.625	NPC471050
Remote Similarity	0.625	NPC287401
Remote Similarity	0.625	NPC471049
Remote Similarity	0.625	NPC294951
Remote Similarity	0.6242	NPC319766
Remote Similarity	0.6235	NPC122590
Remote Similarity	0.6234	NPC160493
Remote Similarity	0.6231	NPC469442
Remote Similarity	0.6231	NPC277306
Remote Similarity	0.623	NPC476321
Remote Similarity	0.6228	NPC135121
Remote Similarity	0.6222	NPC471165
Remote Similarity	0.6216	NPC474584
Remote Similarity	0.6209	NPC476183
Remote Similarity	0.6205	NPC477217
Remote Similarity	0.6205	NPC471680
Remote Similarity	0.6205	NPC201244
Remote Similarity	0.6203	NPC296712
Remote Similarity	0.6203	NPC311753
Remote Similarity	0.6203	NPC17374
Remote Similarity	0.6203	NPC234069
Remote Similarity	0.6201	NPC89831
Remote Similarity	0.6196	NPC471526
Remote Similarity	0.6193	NPC472923
Remote Similarity	0.6193	NPC223207
Remote Similarity	0.6193	NPC189116
Remote Similarity	0.619	NPC471820
Remote Similarity	0.619	NPC313981
Remote Similarity	0.619	NPC471821
Remote Similarity	0.6188	NPC326966
Remote Similarity	0.6188	NPC196243
Remote Similarity	0.6188	NPC48909
Remote Similarity	0.6186	NPC44357
Remote Similarity	0.6186	NPC112839
Remote Similarity	0.6186	NPC137437
Remote Similarity	0.6186	NPC24661
Remote Similarity	0.6185	NPC323336
Remote Similarity	0.6185	NPC326349
Remote Similarity	0.6182	NPC468984
Remote Similarity	0.6182	NPC139326
Remote Similarity	0.618	NPC129486
Remote Similarity	0.6176	NPC300443
Remote Similarity	0.6173	NPC293377
Remote Similarity	0.6173	NPC260045
Remote Similarity	0.6173	NPC76785
Remote Similarity	0.6173	NPC79465
Remote Similarity	0.6173	NPC476102
Remote Similarity	0.6173	NPC474787
Remote Similarity	0.6173	NPC90194
Remote Similarity	0.6173	NPC475318
Remote Similarity	0.6173	NPC49577
Remote Similarity	0.6173	NPC475598
Remote Similarity	0.6173	NPC273907

Drug Structure

NPD5308 OpenBabel08211706322D 32 32 0 0 1 0 0 0 0 0999 V2000 7.7942 1.5000 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 7.7942 2.5000 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 4.3301 -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 4.3301 -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 0 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 0.8660 4.5000 0.0000 H 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 28 31 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000889
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3960
ChEBI
CAS Number

Drug Properties

Molecular Weight	458.17
ALogP	-1.4801
MLogP	3
XLogP	5.348
HDA	6
HBD	2
Rotatable Bonds	21
TPSA	90.2
RO5 Violation	2