NPASS drugs

Drug Information

Drug ID:	NPD5519
Drug Name:	NNC-22-0031
Molecular Formula:	C23H24FN3O5
Canonical SMILES:	OC(=Nc1ccc2c(c1)OCO2)OCCCN1CCC(CC1)c1noc2c1ccc(c2)F
Standard InCHI:	InChI=1S/C23H24FN3O5/c24-16-2-4-18-20(12-16)32-26-22(18)15-6-9-27(10-7-15)8-1-11-29-23(28)25-17-3-5-19-21(13-17)31-14-30-19/h2-5,12-13,15H,1,6-11,14H2,(H,25,28)
Standard InCHIKey:	ZEMJDGPKDOUEEZ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5519

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	308
0.1-0.2	1578
0.2-0.3	7459
0.3-0.4	5208
0.4-0.5	9163
0.5-0.6	6323
0.6-0.7	844
0.7-0.8	7
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	0.7375	NPC303374
Intermediate Similarity	0.7064	NPC253675
Intermediate Similarity	0.7039	NPC278525
Intermediate Similarity	0.7035	NPC152768
Intermediate Similarity	0.7035	NPC148183
Intermediate Similarity	0.7021	NPC22481
Intermediate Similarity	0.7019	NPC85613
Remote Similarity	0.6987	NPC210296
Remote Similarity	0.6978	NPC171409
Remote Similarity	0.6978	NPC96405
Remote Similarity	0.6974	NPC195120
Remote Similarity	0.6974	NPC87560
Remote Similarity	0.6962	NPC108342
Remote Similarity	0.6947	NPC236668
Remote Similarity	0.6938	NPC5167
Remote Similarity	0.6933	NPC189903
Remote Similarity	0.6933	NPC182907
Remote Similarity	0.6916	NPC146976
Remote Similarity	0.6903	NPC296482
Remote Similarity	0.6903	NPC53069
Remote Similarity	0.6903	NPC202768
Remote Similarity	0.6892	NPC268077
Remote Similarity	0.6885	NPC270515
Remote Similarity	0.6884	NPC28510
Remote Similarity	0.6875	NPC168922
Remote Similarity	0.6856	NPC313327
Remote Similarity	0.6854	NPC204385
Remote Similarity	0.6849	NPC71124
Remote Similarity	0.6844	NPC471561
Remote Similarity	0.6844	NPC1608
Remote Similarity	0.684	NPC118154
Remote Similarity	0.684	NPC157983
Remote Similarity	0.684	NPC128115
Remote Similarity	0.6833	NPC166722
Remote Similarity	0.6828	NPC472098
Remote Similarity	0.682	NPC473187
Remote Similarity	0.6818	NPC5374
Remote Similarity	0.6812	NPC470002
Remote Similarity	0.6812	NPC470001
Remote Similarity	0.6787	NPC478083
Remote Similarity	0.6784	NPC295479
Remote Similarity	0.6784	NPC220241
Remote Similarity	0.678	NPC246381
Remote Similarity	0.678	NPC471762
Remote Similarity	0.6777	NPC283810
Remote Similarity	0.6771	NPC207971
Remote Similarity	0.677	NPC168250
Remote Similarity	0.6763	NPC101350
Remote Similarity	0.6762	NPC124313
Remote Similarity	0.6761	NPC183537
Remote Similarity	0.6756	NPC135549
Remote Similarity	0.6754	NPC264176
Remote Similarity	0.6749	NPC207283
Remote Similarity	0.6749	NPC84164
Remote Similarity	0.6745	NPC206201
Remote Similarity	0.674	NPC471304
Remote Similarity	0.6737	NPC478078
Remote Similarity	0.6737	NPC157931
Remote Similarity	0.6726	NPC329329
Remote Similarity	0.6726	NPC317709
Remote Similarity	0.6722	NPC235685
Remote Similarity	0.6712	NPC477019
Remote Similarity	0.6709	NPC66777
Remote Similarity	0.6709	NPC210434
Remote Similarity	0.6706	NPC89549
Remote Similarity	0.6698	NPC83511
Remote Similarity	0.6697	NPC193906
Remote Similarity	0.6697	NPC23080
Remote Similarity	0.6695	NPC472099
Remote Similarity	0.6694	NPC77878
Remote Similarity	0.6694	NPC473188
Remote Similarity	0.6693	NPC132385
Remote Similarity	0.6682	NPC9475
Remote Similarity	0.6681	NPC473041
Remote Similarity	0.6681	NPC96321
Remote Similarity	0.6681	NPC313189
Remote Similarity	0.6681	NPC24019
Remote Similarity	0.668	NPC124300
Remote Similarity	0.6667	NPC41501
Remote Similarity	0.6667	NPC100734
Remote Similarity	0.6667	NPC88923
Remote Similarity	0.6667	NPC315634
Remote Similarity	0.6667	NPC254957
Remote Similarity	0.6653	NPC291609
Remote Similarity	0.6653	NPC188400
Remote Similarity	0.6652	NPC46679
Remote Similarity	0.6651	NPC308267
Remote Similarity	0.6639	NPC194740
Remote Similarity	0.6637	NPC234197
Remote Similarity	0.6636	NPC27887
Remote Similarity	0.6625	NPC475720
Remote Similarity	0.6625	NPC474192
Remote Similarity	0.6624	NPC150239
Remote Similarity	0.6623	NPC171882
Remote Similarity	0.6623	NPC85661
Remote Similarity	0.6623	NPC121510
Remote Similarity	0.6621	NPC226708
Remote Similarity	0.662	NPC116007
Remote Similarity	0.6613	NPC91868
Remote Similarity	0.6613	NPC63971
Remote Similarity	0.661	NPC122436
Remote Similarity	0.6609	NPC46561
Remote Similarity	0.6609	NPC116178
Remote Similarity	0.6609	NPC182853
Remote Similarity	0.6601	NPC284685
Remote Similarity	0.6599	NPC310618
Remote Similarity	0.6593	NPC14339
Remote Similarity	0.6593	NPC36229
Remote Similarity	0.6593	NPC476581
Remote Similarity	0.6593	NPC38961
Remote Similarity	0.6593	NPC16452
Remote Similarity	0.6584	NPC470022
Remote Similarity	0.6583	NPC217176
Remote Similarity	0.6582	NPC21638
Remote Similarity	0.6581	NPC46451
Remote Similarity	0.658	NPC321166
Remote Similarity	0.658	NPC217903
Remote Similarity	0.658	NPC268223
Remote Similarity	0.6576	NPC227824
Remote Similarity	0.6574	NPC329982
Remote Similarity	0.6573	NPC207721
Remote Similarity	0.6567	NPC169402
Remote Similarity	0.6565	NPC471532
Remote Similarity	0.6565	NPC61731
Remote Similarity	0.6565	NPC87413
Remote Similarity	0.6565	NPC82541
Remote Similarity	0.6565	NPC186569
Remote Similarity	0.6559	NPC81939
Remote Similarity	0.6557	NPC303581
Remote Similarity	0.6557	NPC67978
Remote Similarity	0.6553	NPC174760
Remote Similarity	0.6553	NPC323969
Remote Similarity	0.6552	NPC55470
Remote Similarity	0.655	NPC469589
Remote Similarity	0.655	NPC174672
Remote Similarity	0.6549	NPC473460
Remote Similarity	0.6538	NPC100079
Remote Similarity	0.6538	NPC299582
Remote Similarity	0.6538	NPC247803
Remote Similarity	0.6538	NPC23614
Remote Similarity	0.6537	NPC308137
Remote Similarity	0.6537	NPC310211
Remote Similarity	0.6537	NPC202605
Remote Similarity	0.6537	NPC112206
Remote Similarity	0.6537	NPC251160
Remote Similarity	0.6535	NPC249583
Remote Similarity	0.6535	NPC4687
Remote Similarity	0.6535	NPC198160
Remote Similarity	0.6532	NPC475666
Remote Similarity	0.653	NPC174629
Remote Similarity	0.6529	NPC473105
Remote Similarity	0.6529	NPC172222
Remote Similarity	0.6529	NPC329631
Remote Similarity	0.6525	NPC99724
Remote Similarity	0.6525	NPC198503
Remote Similarity	0.6525	NPC46259
Remote Similarity	0.6525	NPC118189
Remote Similarity	0.6524	NPC274982
Remote Similarity	0.6522	NPC269449
Remote Similarity	0.6522	NPC13603
Remote Similarity	0.652	NPC475147
Remote Similarity	0.6516	NPC184680
Remote Similarity	0.6513	NPC471615
Remote Similarity	0.6512	NPC288305
Remote Similarity	0.6511	NPC108826
Remote Similarity	0.651	NPC191489
Remote Similarity	0.6509	NPC124658
Remote Similarity	0.6509	NPC227361
Remote Similarity	0.6504	NPC119134
Remote Similarity	0.6504	NPC99891
Remote Similarity	0.6504	NPC295898
Remote Similarity	0.6502	NPC90875
Remote Similarity	0.65	NPC101312
Remote Similarity	0.6498	NPC148124
Remote Similarity	0.6496	NPC305984
Remote Similarity	0.6494	NPC146418
Remote Similarity	0.6493	NPC310894
Remote Similarity	0.6491	NPC472286
Remote Similarity	0.6491	NPC300156
Remote Similarity	0.6491	NPC472287
Remote Similarity	0.6491	NPC45190
Remote Similarity	0.649	NPC470785
Remote Similarity	0.6489	NPC127178
Remote Similarity	0.6488	NPC233334
Remote Similarity	0.6484	NPC477259
Remote Similarity	0.6484	NPC169387
Remote Similarity	0.6482	NPC85879
Remote Similarity	0.6482	NPC53255
Remote Similarity	0.6482	NPC326930
Remote Similarity	0.6482	NPC475301
Remote Similarity	0.6481	NPC235076
Remote Similarity	0.6481	NPC116238
Remote Similarity	0.648	NPC173250
Remote Similarity	0.6478	NPC473540
Remote Similarity	0.6473	NPC93653
Remote Similarity	0.6471	NPC206109
Remote Similarity	0.6471	NPC204970
Remote Similarity	0.6471	NPC133140
Remote Similarity	0.6471	NPC195268
Remote Similarity	0.6471	NPC114039

Drug Structure

NPD5519 OpenBabel08211708292D 33 37 0 0 1 0 0 0 0 0999 V2000 4.5468 -4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1180 -2.7681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1399 -2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9424 1.3802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -1.7024 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7872 -2.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7653 -2.2329 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 -2.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -2.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -2.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -4.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9369 1.2757 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5357 0.4667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -1.7024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 1 11 1 0 0 0 0 2 4 2 0 0 0 0 2 16 1 0 0 0 0 3 5 2 0 0 0 0 3 17 1 0 0 0 0 4 18 1 0 0 0 0 5 19 1 0 0 0 0 6 9 1 0 0 0 0 6 15 1 0 0 0 0 7 10 1 0 0 0 0 7 15 1 0 0 0 0 8 27 1 0 0 0 0 9 27 1 0 0 0 0 10 27 1 0 0 0 0 11 29 1 0 0 0 0 12 16 2 0 0 0 0 12 20 1 0 0 0 0 13 17 2 0 0 0 0 13 21 1 0 0 0 0 14 30 1 0 0 0 0 14 31 1 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 20 2 0 0 0 0 18 22 1 0 0 0 0 19 21 2 0 0 0 0 19 30 1 0 0 0 0 20 32 1 0 0 0 0 21 31 1 0 0 0 0 22 26 2 0 0 0 0 23 25 2 3 0 0 0 23 28 1 0 0 0 0 23 29 1 0 0 0 0 26 32 1 0 0 0 0 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002131
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	441.17
ALogP	-0.6184
MLogP	3
XLogP	4.601
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	89.55
RO5 Violation	0