NPASS drugs

Drug Information

Drug ID:	NPD4423
Drug Name:
Molecular Formula:	C21H22ClN5O3
Canonical SMILES:	Oc1ccc(cc1)N1CCN(CC1)n1c(C)nn(c1=O)CC(=O)c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C21H22ClN5O3/c1-15-23-26(14-20(29)16-2-4-17(22)5-3-16)21(30)27(15)25-12-10-24(11-13-25)18-6-8-19(28)9-7-18/h2-9,28H,10-14H2,1H3
Standard InCHIKey:	VZSLWTZQSOCFIA-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4423

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	283
0.1-0.2	2106
0.2-0.3	9609
0.3-0.4	4562
0.4-0.5	11934
0.5-0.6	2244
0.6-0.7	152
0.7-0.8	0
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
Remote Similarity	0.6919	NPC144691
Remote Similarity	0.6845	NPC472540
Remote Similarity	0.6845	NPC470787
Remote Similarity	0.6845	NPC472539
Remote Similarity	0.6814	NPC92803
Remote Similarity	0.6812	NPC472542
Remote Similarity	0.6812	NPC472541
Remote Similarity	0.68	NPC471785
Remote Similarity	0.6798	NPC18890
Remote Similarity	0.6796	NPC198401
Remote Similarity	0.6782	NPC150308
Remote Similarity	0.6771	NPC199737
Remote Similarity	0.6703	NPC204156
Remote Similarity	0.6649	NPC204867
Remote Similarity	0.662	NPC295548
Remote Similarity	0.6615	NPC471130
Remote Similarity	0.6602	NPC471195
Remote Similarity	0.6602	NPC471196
Remote Similarity	0.6598	NPC133470
Remote Similarity	0.6598	NPC289776
Remote Similarity	0.6598	NPC191863
Remote Similarity	0.6598	NPC88970
Remote Similarity	0.6575	NPC471663
Remote Similarity	0.6566	NPC112336
Remote Similarity	0.6566	NPC474814
Remote Similarity	0.6558	NPC225400
Remote Similarity	0.6528	NPC471155
Remote Similarity	0.6528	NPC470786
Remote Similarity	0.6528	NPC472538
Remote Similarity	0.65	NPC470548
Remote Similarity	0.65	NPC257390
Remote Similarity	0.6498	NPC270241
Remote Similarity	0.6468	NPC471743
Remote Similarity	0.6462	NPC93653
Remote Similarity	0.6441	NPC322064
Remote Similarity	0.6421	NPC237649
Remote Similarity	0.6421	NPC300596
Remote Similarity	0.6396	NPC189116
Remote Similarity	0.6386	NPC475607
Remote Similarity	0.6383	NPC473804
Remote Similarity	0.6376	NPC270918
Remote Similarity	0.6373	NPC39822
Remote Similarity	0.6355	NPC474081
Remote Similarity	0.6355	NPC14849
Remote Similarity	0.6354	NPC120251
Remote Similarity	0.6349	NPC119569
Remote Similarity	0.6344	NPC472243
Remote Similarity	0.6337	NPC475594
Remote Similarity	0.6318	NPC469671
Remote Similarity	0.6318	NPC126676
Remote Similarity	0.6295	NPC62995
Remote Similarity	0.6294	NPC27904
Remote Similarity	0.6293	NPC475685
Remote Similarity	0.6293	NPC298320
Remote Similarity	0.6276	NPC228206
Remote Similarity	0.6272	NPC220851
Remote Similarity	0.6269	NPC471778
Remote Similarity	0.6262	NPC316282
Remote Similarity	0.6256	NPC328611
Remote Similarity	0.6244	NPC131450
Remote Similarity	0.6244	NPC474815
Remote Similarity	0.6244	NPC182057
Remote Similarity	0.6244	NPC471122
Remote Similarity	0.6244	NPC475761
Remote Similarity	0.6244	NPC474041
Remote Similarity	0.6244	NPC147298
Remote Similarity	0.6238	NPC471648
Remote Similarity	0.6237	NPC117032
Remote Similarity	0.6219	NPC66490
Remote Similarity	0.6218	NPC233702
Remote Similarity	0.6216	NPC473360
Remote Similarity	0.6211	NPC323798
Remote Similarity	0.6209	NPC174629
Remote Similarity	0.62	NPC471124
Remote Similarity	0.6198	NPC254798
Remote Similarity	0.6193	NPC477887
Remote Similarity	0.619	NPC472241
Remote Similarity	0.6186	NPC473814
Remote Similarity	0.6186	NPC78767
Remote Similarity	0.6181	NPC476231
Remote Similarity	0.6178	NPC16188
Remote Similarity	0.6176	NPC248862
Remote Similarity	0.6168	NPC93390
Remote Similarity	0.6167	NPC248601
Remote Similarity	0.6162	NPC103250
Remote Similarity	0.6162	NPC154478
Remote Similarity	0.6162	NPC184437
Remote Similarity	0.6154	NPC470317
Remote Similarity	0.6154	NPC16249
Remote Similarity	0.6154	NPC53344
Remote Similarity	0.6154	NPC478075
Remote Similarity	0.6154	NPC150863
Remote Similarity	0.615	NPC316906
Remote Similarity	0.6146	NPC146370
Remote Similarity	0.6146	NPC478039
Remote Similarity	0.6142	NPC84317
Remote Similarity	0.6135	NPC166169
Remote Similarity	0.613	NPC478141
Remote Similarity	0.6129	NPC106118
Remote Similarity	0.6127	NPC475532
Remote Similarity	0.612	NPC472245
Remote Similarity	0.612	NPC314431
Remote Similarity	0.612	NPC280807
Remote Similarity	0.6119	NPC299582
Remote Similarity	0.6114	NPC206186
Remote Similarity	0.6111	NPC471199
Remote Similarity	0.6109	NPC471614
Remote Similarity	0.6099	NPC305717
Remote Similarity	0.6098	NPC279871
Remote Similarity	0.6098	NPC165285
Remote Similarity	0.6094	NPC472242
Remote Similarity	0.6094	NPC157931
Remote Similarity	0.6085	NPC207554
Remote Similarity	0.6085	NPC119006
Remote Similarity	0.608	NPC469243
Remote Similarity	0.6078	NPC355
Remote Similarity	0.6075	NPC266425
Remote Similarity	0.6075	NPC204970
Remote Similarity	0.607	NPC223207
Remote Similarity	0.6062	NPC9373
Remote Similarity	0.6061	NPC315257
Remote Similarity	0.6059	NPC477516
Remote Similarity	0.6055	NPC317727
Remote Similarity	0.6053	NPC471574
Remote Similarity	0.6053	NPC15384
Remote Similarity	0.6053	NPC27041
Remote Similarity	0.6053	NPC244425
Remote Similarity	0.6048	NPC302235
Remote Similarity	0.6043	NPC300299
Remote Similarity	0.604	NPC290755
Remote Similarity	0.604	NPC304074
Remote Similarity	0.604	NPC471771
Remote Similarity	0.6038	NPC473815
Remote Similarity	0.6037	NPC74153
Remote Similarity	0.6032	NPC469560
Remote Similarity	0.6029	NPC198254
Remote Similarity	0.6029	NPC274198
Remote Similarity	0.6026	NPC186351
Remote Similarity	0.602	NPC475983
Remote Similarity	0.602	NPC202198
Remote Similarity	0.6019	NPC241025
Remote Similarity	0.6019	NPC295158
Remote Similarity	0.6019	NPC17698
Remote Similarity	0.601	NPC194671
Remote Similarity	0.601	NPC269750
Remote Similarity	0.6009	NPC71124
Remote Similarity	0.6009	NPC472284
Remote Similarity	0.6	NPC206109
Remote Similarity	0.6	NPC475544
Remote Similarity	0.6	NPC315051
Remote Similarity	0.6	NPC114039
Remote Similarity	0.6	NPC314098
Remote Similarity	0.5991	NPC316181
Remote Similarity	0.5991	NPC74562
Remote Similarity	0.5991	NPC472259
Remote Similarity	0.5991	NPC87391
Remote Similarity	0.5991	NPC151781
Remote Similarity	0.599	NPC113056
Remote Similarity	0.599	NPC196243
Remote Similarity	0.599	NPC139506
Remote Similarity	0.599	NPC138293
Remote Similarity	0.599	NPC292143
Remote Similarity	0.5989	NPC474473
Remote Similarity	0.5983	NPC35042
Remote Similarity	0.5983	NPC471197
Remote Similarity	0.5982	NPC285192
Remote Similarity	0.5981	NPC5630
Remote Similarity	0.5981	NPC85613
Remote Similarity	0.5981	NPC313293
Remote Similarity	0.5981	NPC5167
Remote Similarity	0.5981	NPC51047
Remote Similarity	0.598	NPC33507
Remote Similarity	0.598	NPC129486
Remote Similarity	0.598	NPC280022
Remote Similarity	0.5979	NPC242159
Remote Similarity	0.5979	NPC313694
Remote Similarity	0.5974	NPC323969
Remote Similarity	0.5974	NPC272174
Remote Similarity	0.5973	NPC242923
Remote Similarity	0.5972	NPC473821
Remote Similarity	0.5971	NPC137627
Remote Similarity	0.5966	NPC323198
Remote Similarity	0.5963	NPC90229
Remote Similarity	0.596	NPC471132
Remote Similarity	0.5959	NPC136002
Remote Similarity	0.5957	NPC471198
Remote Similarity	0.5957	NPC257851
Remote Similarity	0.5955	NPC469443
Remote Similarity	0.5952	NPC288305
Remote Similarity	0.5952	NPC270301
Remote Similarity	0.5951	NPC276506
Remote Similarity	0.5948	NPC329830
Remote Similarity	0.5948	NPC474896
Remote Similarity	0.5947	NPC471316
Remote Similarity	0.5946	NPC473460
Remote Similarity	0.5946	NPC476098
Remote Similarity	0.5943	NPC235194
Remote Similarity	0.5942	NPC303225
Remote Similarity	0.5938	NPC198160
Remote Similarity	0.5935	NPC183805

Drug Structure

NPD4423 OpenBabel08211705262D 31 34 0 0 0 0 0 0 0 0999 V2000 -2.2213 1.3272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8025 -2.0361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9836 -0.3136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7970 -2.1407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9781 -0.4181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3958 -1.1226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3848 -1.3317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3793 -1.4362 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -0.8364 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 -1.5827 -0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -3.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8135 -1.8271 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4612 -1.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 -3.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 4 1 0 0 0 0 2 16 2 0 0 0 0 3 5 2 0 0 0 0 3 16 1 0 0 0 0 4 17 2 0 0 0 0 5 17 1 0 0 0 0 6 8 1 0 0 0 0 6 18 2 0 0 0 0 7 9 2 0 0 0 0 7 18 1 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 24 1 0 0 0 0 11 13 1 0 0 0 0 11 24 1 0 0 0 0 12 25 1 0 0 0 0 13 25 1 0 0 0 0 14 20 1 0 0 0 0 14 26 1 0 0 0 0 15 23 2 0 0 0 0 15 27 1 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 19 28 1 0 0 0 0 20 29 2 0 0 0 0 21 26 1 0 0 0 0 21 27 1 0 0 0 0 21 30 2 0 0 0 0 23 26 1 0 0 0 0 25 27 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001193
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56603786
ChEBI
CAS Number

Drug Properties

Molecular Weight	427.14
ALogP	-0.6919
MLogP	2.78
XLogP	2.506
HDA	7
HBD	1
Rotatable Bonds	8
TPSA	79.69
RO5 Violation	0