NPASS drugs

Drug Information

Drug ID:	NPD4443
Drug Name:
Molecular Formula:	C21H22N6O3
Canonical SMILES:	COc1cccc2=C/C(=c3/nc(n4c3c(N)nc[nH]4)C3CCC(CC3)C(=O)O)/N=c12
Standard InCHI:	InChI=1S/C21H22N6O3/c1-30-15-4-2-3-13-9-14(25-16(13)15)17-18-19(22)23-10-24-27(18)20(26-17)11-5-7-12(8-6-11)21(28)29/h2-4,9-12H,5-8,22H2,1H3,(H,23,24)(H,28,29)/b17-14-
Standard InCHIKey:	CDNMDRUIGNHEMR-VKAVYKQESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4443

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	170
0.1-0.2	964
0.2-0.3	4170
0.3-0.4	8584
0.4-0.5	9525
0.5-0.6	7280
0.6-0.7	197
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	0.6782	NPC9373
Remote Similarity	0.6685	NPC475544
Remote Similarity	0.6667	NPC181905
Remote Similarity	0.663	NPC319320
Remote Similarity	0.663	NPC471771
Remote Similarity	0.663	NPC287757
Remote Similarity	0.663	NPC290755
Remote Similarity	0.663	NPC304074
Remote Similarity	0.6593	NPC469243
Remote Similarity	0.6582	NPC28510
Remote Similarity	0.6576	NPC223207
Remote Similarity	0.6571	NPC473804
Remote Similarity	0.6568	NPC470392
Remote Similarity	0.6556	NPC473580
Remote Similarity	0.655	NPC237227
Remote Similarity	0.6534	NPC119569
Remote Similarity	0.6529	NPC169766
Remote Similarity	0.6517	NPC324081
Remote Similarity	0.6506	NPC476249
Remote Similarity	0.6484	NPC56635
Remote Similarity	0.6474	NPC471316
Remote Similarity	0.6461	NPC132771
Remote Similarity	0.6436	NPC276506
Remote Similarity	0.6432	NPC203972
Remote Similarity	0.6417	NPC127362
Remote Similarity	0.6412	NPC326966
Remote Similarity	0.64	NPC198401
Remote Similarity	0.6398	NPC258992
Remote Similarity	0.6398	NPC314817
Remote Similarity	0.6398	NPC316297
Remote Similarity	0.6398	NPC66191
Remote Similarity	0.6398	NPC472923
Remote Similarity	0.6392	NPC469831
Remote Similarity	0.6391	NPC471321
Remote Similarity	0.6391	NPC325651
Remote Similarity	0.6391	NPC471306
Remote Similarity	0.6387	NPC196243
Remote Similarity	0.6387	NPC8467
Remote Similarity	0.638	NPC43275
Remote Similarity	0.6364	NPC71205
Remote Similarity	0.6359	NPC469829
Remote Similarity	0.6358	NPC323948
Remote Similarity	0.6354	NPC143450
Remote Similarity	0.6354	NPC474902
Remote Similarity	0.635	NPC314083
Remote Similarity	0.6349	NPC198254
Remote Similarity	0.6349	NPC274198
Remote Similarity	0.6349	NPC196091
Remote Similarity	0.6344	NPC67080
Remote Similarity	0.6341	NPC41801
Remote Similarity	0.633	NPC314861
Remote Similarity	0.633	NPC473502
Remote Similarity	0.6327	NPC299806
Remote Similarity	0.6325	NPC471314
Remote Similarity	0.6325	NPC471315
Remote Similarity	0.6316	NPC45191
Remote Similarity	0.631	NPC63931
Remote Similarity	0.6304	NPC207675
Remote Similarity	0.6304	NPC212699
Remote Similarity	0.6301	NPC29650
Remote Similarity	0.6298	NPC470019
Remote Similarity	0.6296	NPC280022
Remote Similarity	0.6283	NPC474881
Remote Similarity	0.6279	NPC244866
Remote Similarity	0.6269	NPC474919
Remote Similarity	0.6264	NPC138365
Remote Similarity	0.6263	NPC469830
Remote Similarity	0.6263	NPC4910
Remote Similarity	0.6263	NPC94862
Remote Similarity	0.6263	NPC329731
Remote Similarity	0.6257	NPC311658
Remote Similarity	0.625	NPC477526
Remote Similarity	0.6244	NPC315542
Remote Similarity	0.6243	NPC105541
Remote Similarity	0.6242	NPC17388
Remote Similarity	0.6242	NPC471308
Remote Similarity	0.6242	NPC160120
Remote Similarity	0.6242	NPC289330
Remote Similarity	0.6242	NPC53596
Remote Similarity	0.6237	NPC475421
Remote Similarity	0.6235	NPC296712
Remote Similarity	0.6224	NPC470112
Remote Similarity	0.6224	NPC167763
Remote Similarity	0.6224	NPC470903
Remote Similarity	0.6223	NPC293164
Remote Similarity	0.6223	NPC471394
Remote Similarity	0.6211	NPC186617
Remote Similarity	0.62	NPC474059
Remote Similarity	0.62	NPC174629
Remote Similarity	0.6198	NPC248670
Remote Similarity	0.6193	NPC48202
Remote Similarity	0.619	NPC254700
Remote Similarity	0.6186	NPC315631
Remote Similarity	0.6184	NPC474077
Remote Similarity	0.6178	NPC471568
Remote Similarity	0.6178	NPC473693
Remote Similarity	0.6171	NPC196708
Remote Similarity	0.6169	NPC475411
Remote Similarity	0.6168	NPC27581
Remote Similarity	0.6166	NPC165285
Remote Similarity	0.6166	NPC164608
Remote Similarity	0.6162	NPC58661
Remote Similarity	0.6158	NPC184933
Remote Similarity	0.6158	NPC59827
Remote Similarity	0.6158	NPC280638
Remote Similarity	0.6154	NPC474479
Remote Similarity	0.6154	NPC194671
Remote Similarity	0.6154	NPC269750
Remote Similarity	0.6146	NPC89831
Remote Similarity	0.6143	NPC16249
Remote Similarity	0.6139	NPC204970
Remote Similarity	0.6135	NPC303370
Remote Similarity	0.6133	NPC313414
Remote Similarity	0.6132	NPC14390
Remote Similarity	0.6124	NPC189724
Remote Similarity	0.6124	NPC212850
Remote Similarity	0.6124	NPC83289
Remote Similarity	0.6118	NPC29477
Remote Similarity	0.6114	NPC478005
Remote Similarity	0.6114	NPC475532
Remote Similarity	0.6114	NPC470441
Remote Similarity	0.6111	NPC109241
Remote Similarity	0.6105	NPC478147
Remote Similarity	0.6094	NPC477888
Remote Similarity	0.6092	NPC471953
Remote Similarity	0.6091	NPC28368
Remote Similarity	0.6089	NPC92803
Remote Similarity	0.6087	NPC166837
Remote Similarity	0.6085	NPC133470
Remote Similarity	0.6085	NPC289776
Remote Similarity	0.6085	NPC22014
Remote Similarity	0.6085	NPC191863
Remote Similarity	0.6082	NPC279871
Remote Similarity	0.6082	NPC17698
Remote Similarity	0.608	NPC6570
Remote Similarity	0.608	NPC138083
Remote Similarity	0.6077	NPC16188
Remote Similarity	0.6077	NPC247298
Remote Similarity	0.6073	NPC209463
Remote Similarity	0.6071	NPC119652
Remote Similarity	0.6071	NPC97526
Remote Similarity	0.6071	NPC474862
Remote Similarity	0.607	NPC18890
Remote Similarity	0.6068	NPC477527
Remote Similarity	0.6062	NPC234639
Remote Similarity	0.6059	NPC62101
Remote Similarity	0.6059	NPC95733
Remote Similarity	0.6059	NPC4974
Remote Similarity	0.6057	NPC132308
Remote Similarity	0.6057	NPC184437
Remote Similarity	0.6056	NPC476651
Remote Similarity	0.6054	NPC478189
Remote Similarity	0.6054	NPC13397
Remote Similarity	0.6049	NPC108847
Remote Similarity	0.6048	NPC321133
Remote Similarity	0.6048	NPC263835
Remote Similarity	0.6045	NPC313694
Remote Similarity	0.6045	NPC242159
Remote Similarity	0.6043	NPC292003
Remote Similarity	0.6042	NPC129486
Remote Similarity	0.6041	NPC153554
Remote Similarity	0.6041	NPC32064
Remote Similarity	0.604	NPC240130
Remote Similarity	0.604	NPC61332
Remote Similarity	0.604	NPC174122
Remote Similarity	0.604	NPC64140
Remote Similarity	0.6037	NPC51345
Remote Similarity	0.6034	NPC168861
Remote Similarity	0.6034	NPC91953
Remote Similarity	0.6033	NPC161544
Remote Similarity	0.6033	NPC233702
Remote Similarity	0.6031	NPC306804
Remote Similarity	0.603	NPC294951
Remote Similarity	0.6029	NPC302715
Remote Similarity	0.6023	NPC477937
Remote Similarity	0.6022	NPC471132
Remote Similarity	0.6022	NPC123011
Remote Similarity	0.6022	NPC256689
Remote Similarity	0.602	NPC9475
Remote Similarity	0.6012	NPC83279
Remote Similarity	0.6011	NPC471283
Remote Similarity	0.6011	NPC290404
Remote Similarity	0.6011	NPC193528
Remote Similarity	0.6011	NPC245974
Remote Similarity	0.601	NPC473407
Remote Similarity	0.601	NPC473450
Remote Similarity	0.601	NPC473378
Remote Similarity	0.6	NPC473460
Remote Similarity	0.6	NPC473942
Remote Similarity	0.6	NPC274732
Remote Similarity	0.6	NPC328070
Remote Similarity	0.6	NPC204546
Remote Similarity	0.6	NPC158277
Remote Similarity	0.6	NPC235194
Remote Similarity	0.6	NPC202198
Remote Similarity	0.6	NPC211218
Remote Similarity	0.6	NPC66518
Remote Similarity	0.599	NPC477550
Remote Similarity	0.599	NPC477552
Remote Similarity	0.599	NPC234069

Drug Structure

NPD4443 OpenBabel08211705262D 34 38 0 0 1 0 0 0 0 0999 V2000 5.8097 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8097 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9437 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8097 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7226 -1.1810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7045 -2.5823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5316 -1.7688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5135 -3.1701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1266 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5352 1.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.5878 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.4271 -2.7634 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.0777 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9437 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0777 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1590 1.2872 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 -3.2361 -3.3511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1100 1.5962 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4158 1.9563 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 0.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1266 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 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 -3.1315 -4.3457 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1496 -2.9444 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9437 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3179 2.5743 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8532 0.9271 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6942 0.3601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9586 -3.5322 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 13 1 0 0 0 0 4 15 2 0 0 0 0 5 7 1 0 0 0 0 5 11 1 0 0 0 0 6 8 1 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 23 2 0 0 0 0 10 24 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 16 1 0 0 0 0 14 17 2 0 0 0 0 14 25 1 0 0 0 0 15 16 1 0 0 0 0 15 30 1 0 0 0 0 16 25 2 0 0 0 0 17 18 1 0 0 0 0 17 26 1 0 0 0 0 18 19 2 0 0 0 0 18 27 1 0 0 0 0 19 22 1 0 0 0 0 19 23 1 0 0 0 0 20 26 2 0 0 0 0 20 27 1 0 0 0 0 21 28 2 0 0 0 0 21 29 1 0 0 0 0 22 31 1 0 0 0 0 22 32 1 0 0 0 0 24 27 1 0 0 0 0 24 33 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001095
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44224160
ChEBI
CAS Number

Drug Properties

Molecular Weight	406.18
ALogP	-1.5595
MLogP	2.78
XLogP	0.492
HDA	8
HBD	3
Rotatable Bonds	6
TPSA	124.9
RO5 Violation	0