NPASS drugs

Drug Information

Drug ID:	NPD4588
Drug Name:
Molecular Formula:	C21H26Cl2N2O4
Canonical SMILES:	O=C([C@H](N=C(c1cc(Cl)cc(c1)Cl)O)CCC(=O)O)N1CCC2(CC1)CCCC2
Standard InCHI:	InChI=1S/C21H26Cl2N2O4/c22-15-11-14(12-16(23)13-15)19(28)24-17(3-4-18(26)27)20(29)25-9-7-21(8-10-25)5-1-2-6-21/h11-13,17H,1-10H2,(H,24,28)(H,26,27)/t17-/m1/s1
Standard InCHIKey:	FJCZHMXAGBYXHJ-QGZVFWFLSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4588

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	152
0.1-0.2	890
0.2-0.3	4734
0.3-0.4	13601
0.4-0.5	10212
0.5-0.6	1061
0.6-0.7	239
0.7-0.8	1
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	0.7181	NPC469666
Remote Similarity	0.6937	NPC311658
Remote Similarity	0.6815	NPC316906
Remote Similarity	0.6793	NPC473371
Remote Similarity	0.6772	NPC239762
Remote Similarity	0.6772	NPC163392
Remote Similarity	0.6727	NPC473341
Remote Similarity	0.6686	NPC107938
Remote Similarity	0.6686	NPC294516
Remote Similarity	0.6649	NPC469443
Remote Similarity	0.6646	NPC315283
Remote Similarity	0.6646	NPC314388
Remote Similarity	0.6609	NPC475123
Remote Similarity	0.6609	NPC46009
Remote Similarity	0.6609	NPC475204
Remote Similarity	0.6605	NPC313867
Remote Similarity	0.6605	NPC316008
Remote Similarity	0.6604	NPC313694
Remote Similarity	0.6604	NPC242159
Remote Similarity	0.6576	NPC470728
Remote Similarity	0.6564	NPC314358
Remote Similarity	0.6554	NPC470545
Remote Similarity	0.6534	NPC137627
Remote Similarity	0.6532	NPC61004
Remote Similarity	0.6524	NPC16188
Remote Similarity	0.6516	NPC111428
Remote Similarity	0.6514	NPC40234
Remote Similarity	0.6513	NPC6975
Remote Similarity	0.651	NPC470546
Remote Similarity	0.6497	NPC473402
Remote Similarity	0.6497	NPC257390
Remote Similarity	0.6497	NPC159767
Remote Similarity	0.6497	NPC279871
Remote Similarity	0.6497	NPC155506
Remote Similarity	0.6486	NPC285926
Remote Similarity	0.6486	NPC315276
Remote Similarity	0.6486	NPC470544
Remote Similarity	0.6486	NPC14672
Remote Similarity	0.6477	NPC230611
Remote Similarity	0.6443	NPC220060
Remote Similarity	0.6441	NPC306804
Remote Similarity	0.6441	NPC273755
Remote Similarity	0.6429	NPC4974
Remote Similarity	0.6424	NPC200964
Remote Similarity	0.642	NPC476989
Remote Similarity	0.642	NPC469427
Remote Similarity	0.642	NPC469426
Remote Similarity	0.641	NPC469444
Remote Similarity	0.6404	NPC476227
Remote Similarity	0.6404	NPC473354
Remote Similarity	0.6392	NPC246079
Remote Similarity	0.6389	NPC269750
Remote Similarity	0.6389	NPC194671
Remote Similarity	0.6382	NPC202521
Remote Similarity	0.638	NPC161069
Remote Similarity	0.6369	NPC50016
Remote Similarity	0.6364	NPC81026
Remote Similarity	0.6359	NPC219350
Remote Similarity	0.6359	NPC194699
Remote Similarity	0.6351	NPC33742
Remote Similarity	0.6347	NPC254798
Remote Similarity	0.6346	NPC210950
Remote Similarity	0.6346	NPC199738
Remote Similarity	0.6344	NPC51047
Remote Similarity	0.6335	NPC127741
Remote Similarity	0.6335	NPC471264
Remote Similarity	0.6335	NPC471265
Remote Similarity	0.6331	NPC261934
Remote Similarity	0.6331	NPC56685
Remote Similarity	0.6331	NPC262166
Remote Similarity	0.6331	NPC202198
Remote Similarity	0.6331	NPC5194
Remote Similarity	0.6329	NPC130309
Remote Similarity	0.6329	NPC255447
Remote Similarity	0.6325	NPC145113
Remote Similarity	0.6322	NPC471053
Remote Similarity	0.6322	NPC471052
Remote Similarity	0.6322	NPC471051
Remote Similarity	0.6319	NPC473404
Remote Similarity	0.6316	NPC476990
Remote Similarity	0.6313	NPC469445
Remote Similarity	0.6307	NPC209463
Remote Similarity	0.6306	NPC473322
Remote Similarity	0.6304	NPC3371
Remote Similarity	0.6303	NPC266741
Remote Similarity	0.6303	NPC5620
Remote Similarity	0.6301	NPC114806
Remote Similarity	0.6298	NPC45037
Remote Similarity	0.6294	NPC39431
Remote Similarity	0.6275	NPC71684
Remote Similarity	0.6272	NPC162104
Remote Similarity	0.6272	NPC233702
Remote Similarity	0.6267	NPC239357
Remote Similarity	0.6258	NPC476259
Remote Similarity	0.6258	NPC153007
Remote Similarity	0.6257	NPC476268
Remote Similarity	0.625	NPC471050
Remote Similarity	0.625	NPC471048
Remote Similarity	0.625	NPC471049
Remote Similarity	0.625	NPC294951
Remote Similarity	0.6243	NPC24617
Remote Similarity	0.6234	NPC252878
Remote Similarity	0.6231	NPC469442
Remote Similarity	0.6231	NPC277306
Remote Similarity	0.623	NPC476321
Remote Similarity	0.6228	NPC138775
Remote Similarity	0.6222	NPC26108
Remote Similarity	0.622	NPC168113
Remote Similarity	0.6213	NPC475168
Remote Similarity	0.6213	NPC7817
Remote Similarity	0.6213	NPC473491
Remote Similarity	0.6211	NPC474473
Remote Similarity	0.6209	NPC27833
Remote Similarity	0.6205	NPC315266
Remote Similarity	0.6205	NPC471680
Remote Similarity	0.6205	NPC209509
Remote Similarity	0.6196	NPC471526
Remote Similarity	0.6194	NPC175726
Remote Similarity	0.6194	NPC46427
Remote Similarity	0.6194	NPC474082
Remote Similarity	0.6193	NPC63931
Remote Similarity	0.6184	NPC220698
Remote Similarity	0.6182	NPC176226
Remote Similarity	0.6182	NPC197682
Remote Similarity	0.6178	NPC65310
Remote Similarity	0.6174	NPC35850
Remote Similarity	0.6174	NPC276949
Remote Similarity	0.6173	NPC293377
Remote Similarity	0.6173	NPC475318
Remote Similarity	0.6173	NPC260045
Remote Similarity	0.6173	NPC474811
Remote Similarity	0.6173	NPC476102
Remote Similarity	0.6173	NPC474787
Remote Similarity	0.6173	NPC90194
Remote Similarity	0.6173	NPC474855
Remote Similarity	0.6173	NPC475598
Remote Similarity	0.6173	NPC273907
Remote Similarity	0.6173	NPC49577
Remote Similarity	0.6173	NPC151706
Remote Similarity	0.6173	NPC118099
Remote Similarity	0.6173	NPC76785
Remote Similarity	0.6173	NPC79465
Remote Similarity	0.6173	NPC9687
Remote Similarity	0.6169	NPC25539
Remote Similarity	0.6167	NPC49315
Remote Similarity	0.6164	NPC200589
Remote Similarity	0.6164	NPC478147
Remote Similarity	0.6164	NPC300315
Remote Similarity	0.6163	NPC473580
Remote Similarity	0.6154	NPC2501
Remote Similarity	0.6154	NPC129666
Remote Similarity	0.6149	NPC62104
Remote Similarity	0.6149	NPC1390
Remote Similarity	0.6145	NPC274198
Remote Similarity	0.6145	NPC476978
Remote Similarity	0.6145	NPC276506
Remote Similarity	0.6145	NPC52748
Remote Similarity	0.6145	NPC198254
Remote Similarity	0.6143	NPC33168
Remote Similarity	0.614	NPC122590
Remote Similarity	0.6138	NPC45033
Remote Similarity	0.6133	NPC471165
Remote Similarity	0.6131	NPC328824
Remote Similarity	0.6131	NPC329761
Remote Similarity	0.6131	NPC225648
Remote Similarity	0.6131	NPC475578
Remote Similarity	0.6129	NPC109151
Remote Similarity	0.6121	NPC269398
Remote Similarity	0.6121	NPC263493
Remote Similarity	0.6115	NPC101719
Remote Similarity	0.6114	NPC475544
Remote Similarity	0.6114	NPC471527
Remote Similarity	0.6114	NPC469243
Remote Similarity	0.6111	NPC248283
Remote Similarity	0.6111	NPC89831
Remote Similarity	0.6108	NPC322878
Remote Similarity	0.6105	NPC470902
Remote Similarity	0.6101	NPC311753
Remote Similarity	0.6098	NPC98424
Remote Similarity	0.6098	NPC132636
Remote Similarity	0.6098	NPC92784
Remote Similarity	0.6098	NPC178662
Remote Similarity	0.6098	NPC476133
Remote Similarity	0.6098	NPC470884
Remote Similarity	0.6087	NPC48909
Remote Similarity	0.6085	NPC163961
Remote Similarity	0.6085	NPC473305
Remote Similarity	0.6084	NPC318154
Remote Similarity	0.6084	NPC77905
Remote Similarity	0.6084	NPC468984
Remote Similarity	0.608	NPC241794
Remote Similarity	0.6073	NPC328763
Remote Similarity	0.6071	NPC262077
Remote Similarity	0.6069	NPC244509
Remote Similarity	0.6069	NPC211551
Remote Similarity	0.6062	NPC325651
Remote Similarity	0.6061	NPC48202
Remote Similarity	0.6059	NPC476757
Remote Similarity	0.6059	NPC13470
Remote Similarity	0.6057	NPC153694

Drug Structure

NPD4588 OpenBabel08211705262D 31 33 0 0 1 0 0 0 0 0999 V2000 8.8769 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3769 1.8364 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 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7078 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 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 6.9282 -0.0000 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 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 -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 0.8660 -1.5000 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 4.3301 0.5000 0.0000 C 0 0 2 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 2.5981 0.5000 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 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 6.0622 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 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 5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 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 2 1 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 1 0 0 0 0 4 18 1 0 0 0 0 5 21 1 0 0 0 0 6 21 1 0 0 0 0 7 9 1 0 0 0 0 7 21 1 0 0 0 0 8 10 1 0 0 0 0 8 21 1 0 0 0 0 9 25 1 0 0 0 0 10 25 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 14 1 0 0 0 0 12 16 2 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 14 19 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 3 1 6 0 0 0 17 20 1 0 0 0 0 17 24 1 0 0 0 0 18 26 2 0 0 0 0 18 27 1 0 0 0 0 19 24 2 3 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 20 29 2 0 0 0 0 27 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001362; DCL000948
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	65987
ChEBI
CAS Number

Drug Properties

Molecular Weight	440.13
ALogP	-0.1645
MLogP	2.89
XLogP	4.286
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	90.2
RO5 Violation	0