NPASS drugs

Drug Information

Drug ID:	NPD4976
Drug Name:	EMD-503982
Molecular Formula:	C22H23ClN4O5
Canonical SMILES:	O[C@@H]1C[C@@H](N(C1)C(=O)Nc1ccc(cc1)Cl)C(=O)Nc1ccc(cc1)N1CCOCC1=O
Standard InCHI:	InChI=1S/C22H23ClN4O5/c23-14-1-3-16(4-2-14)25-22(31)27-12-18(28)11-19(27)21(30)24-15-5-7-17(8-6-15)26-9-10-32-13-20(26)29/h1-8,18-19,28H,9-13H2,(H,24,30)(H,25,31)/t18-,19-/m1/s1
Standard InCHIKey:	DMYZJLOWGSRVKP-RTBURBONSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4976

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	169
0.1-0.2	2115
0.2-0.3	12669
0.3-0.4	11852
0.4-0.5	3125
0.5-0.6	898
0.6-0.7	62
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	0.6758	NPC285622
Remote Similarity	0.6477	NPC128582
Remote Similarity	0.6444	NPC276085
Remote Similarity	0.6436	NPC475094
Remote Similarity	0.6418	NPC477179
Remote Similarity	0.6386	NPC477178
Remote Similarity	0.6386	NPC254850
Remote Similarity	0.6386	NPC477180
Remote Similarity	0.6386	NPC477181
Remote Similarity	0.6377	NPC471663
Remote Similarity	0.6355	NPC477173
Remote Similarity	0.6355	NPC477174
Remote Similarity	0.6355	NPC470490
Remote Similarity	0.6337	NPC470301
Remote Similarity	0.6329	NPC125416
Remote Similarity	0.6324	NPC470488
Remote Similarity	0.6298	NPC222029
Remote Similarity	0.6293	NPC475259
Remote Similarity	0.6293	NPC470491
Remote Similarity	0.6293	NPC471945
Remote Similarity	0.6293	NPC471950
Remote Similarity	0.6269	NPC259626
Remote Similarity	0.6262	NPC471951
Remote Similarity	0.6262	NPC471946
Remote Similarity	0.6232	NPC475359
Remote Similarity	0.6232	NPC191817
Remote Similarity	0.6223	NPC242269
Remote Similarity	0.6218	NPC2933
Remote Similarity	0.6207	NPC471436
Remote Similarity	0.6201	NPC66936
Remote Similarity	0.6166	NPC256288
Remote Similarity	0.6161	NPC44357
Remote Similarity	0.6161	NPC24661
Remote Similarity	0.615	NPC472539
Remote Similarity	0.615	NPC472540
Remote Similarity	0.615	NPC470787
Remote Similarity	0.6141	NPC68650
Remote Similarity	0.6133	NPC265592
Remote Similarity	0.6133	NPC275134
Remote Similarity	0.6119	NPC472541
Remote Similarity	0.6119	NPC472542
Remote Similarity	0.6106	NPC473702
Remote Similarity	0.6106	NPC256007
Remote Similarity	0.6103	NPC307396
Remote Similarity	0.6094	NPC147298
Remote Similarity	0.6094	NPC182057
Remote Similarity	0.6094	NPC131450
Remote Similarity	0.6082	NPC477159
Remote Similarity	0.6075	NPC113056
Remote Similarity	0.6075	NPC138293
Remote Similarity	0.6071	NPC473615
Remote Similarity	0.6068	NPC470489
Remote Similarity	0.6056	NPC473329
Remote Similarity	0.6054	NPC309531
Remote Similarity	0.6054	NPC472102
Remote Similarity	0.6053	NPC177261
Remote Similarity	0.6042	NPC14849
Remote Similarity	0.6041	NPC229484
Remote Similarity	0.6021	NPC328611
Remote Similarity	0.601	NPC292675
Remote Similarity	0.601	NPC284706
Remote Similarity	0.6	NPC471122
Remote Similarity	0.5963	NPC64216
Remote Similarity	0.5957	NPC471124
Remote Similarity	0.595	NPC276430
Remote Similarity	0.5947	NPC137437
Remote Similarity	0.5947	NPC112839
Remote Similarity	0.5943	NPC469560
Remote Similarity	0.5934	NPC314223
Remote Similarity	0.5921	NPC243782
Remote Similarity	0.592	NPC325599
Remote Similarity	0.5917	NPC469949
Remote Similarity	0.5912	NPC109787
Remote Similarity	0.5907	NPC471197
Remote Similarity	0.5907	NPC129624
Remote Similarity	0.5905	NPC285192
Remote Similarity	0.59	NPC473298
Remote Similarity	0.5899	NPC209509
Remote Similarity	0.5897	NPC11149
Remote Similarity	0.5893	NPC323198
Remote Similarity	0.5889	NPC471820
Remote Similarity	0.5889	NPC471821
Remote Similarity	0.588	NPC281049
Remote Similarity	0.588	NPC471198
Remote Similarity	0.5873	NPC472106
Remote Similarity	0.5864	NPC472118
Remote Similarity	0.586	NPC104345
Remote Similarity	0.5855	NPC248862
Remote Similarity	0.5855	NPC470548
Remote Similarity	0.5851	NPC472101
Remote Similarity	0.5851	NPC85651
Remote Similarity	0.5851	NPC176983
Remote Similarity	0.5851	NPC472120
Remote Similarity	0.5842	NPC472115
Remote Similarity	0.5842	NPC472114
Remote Similarity	0.5842	NPC182131
Remote Similarity	0.5829	NPC471123
Remote Similarity	0.582	NPC328270
Remote Similarity	0.5819	NPC269398
Remote Similarity	0.5819	NPC263493
Remote Similarity	0.581	NPC225400
Remote Similarity	0.5805	NPC90967
Remote Similarity	0.5795	NPC92784
Remote Similarity	0.5795	NPC476133
Remote Similarity	0.5795	NPC98424
Remote Similarity	0.5795	NPC178662
Remote Similarity	0.5795	NPC470884
Remote Similarity	0.5787	NPC22082
Remote Similarity	0.5787	NPC186284
Remote Similarity	0.5782	NPC470786
Remote Similarity	0.5782	NPC471155
Remote Similarity	0.5782	NPC472538
Remote Similarity	0.5775	NPC62104
Remote Similarity	0.5775	NPC1390
Remote Similarity	0.5767	NPC472117
Remote Similarity	0.5759	NPC214960
Remote Similarity	0.5759	NPC279527
Remote Similarity	0.5755	NPC270241
Remote Similarity	0.5753	NPC272174
Remote Similarity	0.5739	NPC471265
Remote Similarity	0.5739	NPC471264
Remote Similarity	0.5734	NPC248601
Remote Similarity	0.5733	NPC475859
Remote Similarity	0.5733	NPC475969
Remote Similarity	0.5733	NPC474877
Remote Similarity	0.5727	NPC474896
Remote Similarity	0.5722	NPC29285
Remote Similarity	0.5722	NPC197743
Remote Similarity	0.5722	NPC297145
Remote Similarity	0.5714	NPC470731
Remote Similarity	0.5714	NPC470732
Remote Similarity	0.5701	NPC31097
Remote Similarity	0.5698	NPC471164
Remote Similarity	0.5698	NPC161069
Remote Similarity	0.5691	NPC113946
Remote Similarity	0.5689	NPC477175
Remote Similarity	0.5689	NPC470730
Remote Similarity	0.5689	NPC470729
Remote Similarity	0.5689	NPC477176
Remote Similarity	0.5688	NPC15384
Remote Similarity	0.5688	NPC244425
Remote Similarity	0.5684	NPC286871
Remote Similarity	0.5683	NPC63279
Remote Similarity	0.5683	NPC254798
Remote Similarity	0.5676	NPC122590
Remote Similarity	0.5676	NPC476817
Remote Similarity	0.5676	NPC473341
Remote Similarity	0.5674	NPC239762
Remote Similarity	0.5674	NPC163392
Remote Similarity	0.5673	NPC106118
Remote Similarity	0.5667	NPC52748
Remote Similarity	0.5664	NPC477177
Remote Similarity	0.5661	NPC471527
Remote Similarity	0.5658	NPC297642
Remote Similarity	0.5654	NPC478158
Remote Similarity	0.5654	NPC5719
Remote Similarity	0.5654	NPC22883
Remote Similarity	0.5654	NPC217804
Remote Similarity	0.5654	NPC210377
Remote Similarity	0.5645	NPC117032
Remote Similarity	0.5644	NPC14994
Remote Similarity	0.5644	NPC181928
Remote Similarity	0.5639	NPC165743
Remote Similarity	0.5638	NPC315257
Remote Similarity	0.5638	NPC324850
Remote Similarity	0.5636	NPC219397
Remote Similarity	0.5632	NPC315368
Remote Similarity	0.5631	NPC312942
Remote Similarity	0.5631	NPC327095
Remote Similarity	0.5631	NPC155444
Remote Similarity	0.5631	NPC221687
Remote Similarity	0.5625	NPC316104
Remote Similarity	0.5625	NPC162417
Remote Similarity	0.5625	NPC313352
Remote Similarity	0.5622	NPC54744
Remote Similarity	0.5618	NPC287358
Remote Similarity	0.5612	NPC14812
Remote Similarity	0.5608	NPC469898
Remote Similarity	0.5606	NPC218594
Remote Similarity	0.5606	NPC99043
Remote Similarity	0.5605	NPC40455
Remote Similarity	0.5604	NPC262077
Remote Similarity	0.5602	NPC471051
Remote Similarity	0.5602	NPC471053
Remote Similarity	0.5602	NPC471052
Remote Similarity	0.56	NPC159963

Drug Structure

NPD4976 OpenBabel08211706322D 35 38 0 0 1 0 0 0 0 0999 V2000 -8.9434 -1.1483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4786 0.4990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9923 -0.8393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5275 0.8080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 -0.8660 -1.5000 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 0.8660 -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 -3.5211 0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 1.0388 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 -9.6865 -0.4792 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 -7.7844 0.1389 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 -3.8301 1.0388 0.0000 C 0 0 2 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 0.0000 1.0000 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 -6.0902 -0.2212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.6376 -0.7882 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.8333 0.4479 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 -5.1391 0.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2423 1.8479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2981 -1.1994 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.6254 1.4260 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6491 2.7614 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 14 2 0 0 0 0 2 4 2 0 0 0 0 2 14 1 0 0 0 0 3 16 2 0 0 0 0 4 16 1 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 10 1 0 0 0 0 9 26 1 0 0 0 0 10 32 1 0 0 0 0 11 18 1 0 0 0 0 11 19 1 0 0 0 0 12 18 1 0 0 0 0 12 27 1 0 0 0 0 13 20 1 0 0 0 0 13 32 1 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 18 28 1 6 0 0 0 19 21 1 6 0 0 0 19 27 1 0 0 0 0 20 26 1 0 0 0 0 20 29 2 0 0 0 0 21 24 1 0 0 0 0 21 30 2 0 0 0 0 22 25 1 0 0 0 0 22 27 1 0 0 0 0 22 31 2 0 0 0 0 24 33 1 0 0 0 0 25 34 1 0 0 0 0 28 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003352
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	458.14
ALogP	-2.4299
MLogP	2.78
XLogP	1.663
HDA	9
HBD	3
Rotatable Bonds	9
TPSA	111.21
RO5 Violation	0