NPASS drugs

Drug Information

Drug ID:	NPD4499
Drug Name:
Molecular Formula:	C21H24N2O2
Canonical SMILES:	CCC1=C[C@@H]2CN3[C@H]1[C@@](C2)(C(=O)OC)c1[nH]c2c(c1CC3)cccc2
Standard InCHI:	InChI=1S/C21H24N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,10,13,19,22H,3,8-9,11-12H2,1-2H3/t13-,19+,21-/m0/s1
Standard InCHIKey:	CMKFQVZJOWHHDV-NQZBTDCJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4499

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	254
0.1-0.2	1258
0.2-0.3	7121
0.3-0.4	15789
0.4-0.5	3226
0.5-0.6	1414
0.6-0.7	1314
0.7-0.8	441
0.8-0.85	57
0.85-0.9	13
0.9-0.95	1
0.95-1	2

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
High Similarity	1.0	NPC314333
High Similarity	0.9765	NPC329858
High Similarity	0.9066	NPC162730
High Similarity	0.8989	NPC55493
High Similarity	0.8962	NPC474116
High Similarity	0.8696	NPC241024
High Similarity	0.8601	NPC330009
High Similarity	0.8601	NPC469928
High Similarity	0.8541	NPC52557
High Similarity	0.8525	NPC269886
High Similarity	0.8525	NPC472295
High Similarity	0.8525	NPC472210
High Similarity	0.8525	NPC81802
High Similarity	0.8525	NPC247735
High Similarity	0.8513	NPC96321
High Similarity	0.8513	NPC473041
Intermediate Similarity	0.8474	NPC477065
Intermediate Similarity	0.8449	NPC214428
Intermediate Similarity	0.8427	NPC469896
Intermediate Similarity	0.8407	NPC111602
Intermediate Similarity	0.8407	NPC175474
Intermediate Similarity	0.8407	NPC196251
Intermediate Similarity	0.8407	NPC102338
Intermediate Similarity	0.8407	NPC63199
Intermediate Similarity	0.8385	NPC469743
Intermediate Similarity	0.8378	NPC19692
Intermediate Similarity	0.8378	NPC220151
Intermediate Similarity	0.837	NPC472292
Intermediate Similarity	0.8368	NPC475847
Intermediate Similarity	0.8368	NPC185742
Intermediate Similarity	0.8361	NPC472112
Intermediate Similarity	0.836	NPC137589
Intermediate Similarity	0.8351	NPC475778
Intermediate Similarity	0.8325	NPC277350
Intermediate Similarity	0.828	NPC474121
Intermediate Similarity	0.827	NPC472113
Intermediate Similarity	0.8247	NPC234999
Intermediate Similarity	0.8235	NPC472293
Intermediate Similarity	0.8202	NPC329688
Intermediate Similarity	0.8202	NPC189812
Intermediate Similarity	0.8167	NPC219336
Intermediate Similarity	0.8158	NPC79129
Intermediate Similarity	0.8158	NPC195461
Intermediate Similarity	0.8158	NPC294909
Intermediate Similarity	0.8158	NPC254240
Intermediate Similarity	0.8158	NPC81654
Intermediate Similarity	0.8158	NPC313985
Intermediate Similarity	0.8158	NPC199851
Intermediate Similarity	0.8158	NPC312870
Intermediate Similarity	0.8158	NPC128265
Intermediate Similarity	0.8158	NPC49196
Intermediate Similarity	0.8158	NPC249150
Intermediate Similarity	0.8137	NPC311906
Intermediate Similarity	0.8111	NPC15573
Intermediate Similarity	0.8111	NPC14113
Intermediate Similarity	0.8111	NPC145885
Intermediate Similarity	0.8111	NPC183662
Intermediate Similarity	0.8111	NPC84827
Intermediate Similarity	0.8111	NPC217372
Intermediate Similarity	0.8105	NPC472297
Intermediate Similarity	0.8105	NPC472296
Intermediate Similarity	0.8087	NPC472119
Intermediate Similarity	0.8066	NPC213468
Intermediate Similarity	0.8061	NPC471304
Intermediate Similarity	0.8053	NPC50503
Intermediate Similarity	0.8042	NPC245916
Intermediate Similarity	0.8035	NPC285469
Intermediate Similarity	0.8033	NPC19679
Intermediate Similarity	0.8019	NPC474192
Intermediate Similarity	0.8019	NPC475720
Intermediate Similarity	0.8011	NPC271797
Intermediate Similarity	0.8011	NPC234987
Intermediate Similarity	0.8011	NPC21174
Intermediate Similarity	0.7981	NPC473105
Intermediate Similarity	0.7956	NPC267885
Intermediate Similarity	0.7955	NPC16667
Intermediate Similarity	0.7935	NPC143533
Intermediate Similarity	0.7917	NPC63157
Intermediate Similarity	0.7917	NPC473868
Intermediate Similarity	0.7903	NPC235684
Intermediate Similarity	0.7901	NPC203468
Intermediate Similarity	0.7901	NPC110500
Intermediate Similarity	0.7901	NPC149155
Intermediate Similarity	0.7895	NPC21605
Intermediate Similarity	0.7892	NPC258480
Intermediate Similarity	0.7889	NPC6982
Intermediate Similarity	0.7877	NPC317430
Intermediate Similarity	0.7877	NPC78020
Intermediate Similarity	0.7874	NPC207726
Intermediate Similarity	0.7869	NPC248041
Intermediate Similarity	0.7869	NPC126709
Intermediate Similarity	0.7861	NPC472323
Intermediate Similarity	0.7845	NPC472123
Intermediate Similarity	0.7826	NPC15840
Intermediate Similarity	0.7826	NPC91179
Intermediate Similarity	0.7814	NPC111275
Intermediate Similarity	0.7807	NPC160381
Intermediate Similarity	0.7807	NPC66210
Intermediate Similarity	0.7793	NPC475816
Intermediate Similarity	0.7784	NPC113626
Intermediate Similarity	0.7772	NPC283219
Intermediate Similarity	0.7761	NPC472291
Intermediate Similarity	0.7754	NPC472107
Intermediate Similarity	0.7754	NPC79062
Intermediate Similarity	0.7747	NPC34508
Intermediate Similarity	0.7747	NPC161861
Intermediate Similarity	0.7742	NPC472108
Intermediate Similarity	0.7742	NPC139291
Intermediate Similarity	0.774	NPC67056
Intermediate Similarity	0.774	NPC469720
Intermediate Similarity	0.7737	NPC472097
Intermediate Similarity	0.7735	NPC280548
Intermediate Similarity	0.7725	NPC321708
Intermediate Similarity	0.7722	NPC474561
Intermediate Similarity	0.7722	NPC49954
Intermediate Similarity	0.7708	NPC276517
Intermediate Similarity	0.7692	NPC329747
Intermediate Similarity	0.7685	NPC152768
Intermediate Similarity	0.7685	NPC148183
Intermediate Similarity	0.768	NPC306376
Intermediate Similarity	0.7676	NPC55772
Intermediate Similarity	0.7668	NPC472116
Intermediate Similarity	0.7667	NPC470508
Intermediate Similarity	0.7656	NPC478078
Intermediate Similarity	0.7653	NPC471944
Intermediate Similarity	0.765	NPC81939
Intermediate Similarity	0.7639	NPC473540
Intermediate Similarity	0.7619	NPC62749
Intermediate Similarity	0.7619	NPC315555
Intermediate Similarity	0.7617	NPC289299
Intermediate Similarity	0.7617	NPC57994
Intermediate Similarity	0.7615	NPC475666
Intermediate Similarity	0.7614	NPC260900
Intermediate Similarity	0.7609	NPC472586
Intermediate Similarity	0.7606	NPC228835
Intermediate Similarity	0.7606	NPC472294
Intermediate Similarity	0.7602	NPC329793
Intermediate Similarity	0.76	NPC33421
Intermediate Similarity	0.7594	NPC71037
Intermediate Similarity	0.7592	NPC469470
Intermediate Similarity	0.7592	NPC469501
Intermediate Similarity	0.7592	NPC95783
Intermediate Similarity	0.7588	NPC471191
Intermediate Similarity	0.7586	NPC221100
Intermediate Similarity	0.7586	NPC234078
Intermediate Similarity	0.7582	NPC63751
Intermediate Similarity	0.7581	NPC270009
Intermediate Similarity	0.7581	NPC472443
Intermediate Similarity	0.758	NPC17437
Intermediate Similarity	0.7566	NPC133003
Intermediate Similarity	0.7565	NPC88315
Intermediate Similarity	0.756	NPC21638
Intermediate Similarity	0.7556	NPC282231
Intermediate Similarity	0.7553	NPC472104
Intermediate Similarity	0.7553	NPC472444
Intermediate Similarity	0.7552	NPC138370
Intermediate Similarity	0.7551	NPC74413
Intermediate Similarity	0.7544	NPC59084
Intermediate Similarity	0.7544	NPC2949
Intermediate Similarity	0.7543	NPC37548
Intermediate Similarity	0.7527	NPC14325
Intermediate Similarity	0.7527	NPC28848
Intermediate Similarity	0.7525	NPC476874
Intermediate Similarity	0.7525	NPC193761
Intermediate Similarity	0.7514	NPC194640
Intermediate Similarity	0.7513	NPC252338
Intermediate Similarity	0.7512	NPC477066
Intermediate Similarity	0.7512	NPC475910
Intermediate Similarity	0.75	NPC255229
Intermediate Similarity	0.75	NPC192270
Intermediate Similarity	0.75	NPC279918
Intermediate Similarity	0.75	NPC81229
Intermediate Similarity	0.75	NPC67288
Intermediate Similarity	0.7487	NPC476098
Intermediate Similarity	0.7487	NPC17059
Intermediate Similarity	0.7477	NPC478081
Intermediate Similarity	0.7477	NPC477067
Intermediate Similarity	0.7477	NPC478082
Intermediate Similarity	0.7473	NPC84347
Intermediate Similarity	0.7472	NPC38736
Intermediate Similarity	0.7472	NPC470507
Intermediate Similarity	0.7471	NPC470440
Intermediate Similarity	0.7463	NPC478157
Intermediate Similarity	0.7463	NPC474412
Intermediate Similarity	0.746	NPC472109
Intermediate Similarity	0.746	NPC472110
Intermediate Similarity	0.746	NPC159125
Intermediate Similarity	0.7459	NPC194881
Intermediate Similarity	0.7453	NPC33949
Intermediate Similarity	0.745	NPC132539
Intermediate Similarity	0.7449	NPC262898
Intermediate Similarity	0.7449	NPC227582
Intermediate Similarity	0.7449	NPC141454
Intermediate Similarity	0.7448	NPC46413
Intermediate Similarity	0.7443	NPC187951
Intermediate Similarity	0.7441	NPC472762
Intermediate Similarity	0.744	NPC82070
Intermediate Similarity	0.744	NPC281049
Intermediate Similarity	0.7436	NPC181502
Intermediate Similarity	0.7436	NPC85066

Drug Structure

NPD4499 OpenBabel08211705262D 26 30 0 0 1 0 0 0 0 0999 V2000 1.3658 -1.5073 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3270 -6.2149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5265 -1.8367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2821 -1.0749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2821 -1.9765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5013 -0.6241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5013 -2.4273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6231 0.0729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7940 0.4273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5522 -1.3777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2901 -1.5986 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6367 -0.3426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7658 -1.0541 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1784 -1.2745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7204 -1.0749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8629 -0.7962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7204 -1.9765 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3330 -1.5257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1610 -0.8871 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2964 -4.6535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4322 -1.5661 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8629 -2.2551 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 3.1979 -4.6358 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8610 -5.4430 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5843 -3.1126 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 25 1 0 0 0 0 3 14 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 15 2 0 0 0 0 7 17 2 0 0 0 0 8 9 1 0 0 0 0 8 16 1 0 0 0 0 9 23 1 0 0 0 0 10 14 2 0 0 0 0 11 13 1 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 12 23 1 0 0 0 0 13 10 1 6 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 2 0 0 0 0 17 22 1 0 0 0 0 18 21 1 0 0 0 0 18 22 1 0 0 0 0 19 21 1 6 0 0 0 19 23 1 0 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 21 20 1 6 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000662
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24796742
ChEBI
CAS Number

Drug Properties

Molecular Weight	336.18
ALogP	0.0568
MLogP	3.33
XLogP	3.136
HDA	4
HBD	1
Rotatable Bonds	5
TPSA	45.33
RO5 Violation	0