NPASS drugs

Drug Information

Drug ID:	NPD4500
Drug Name:
Molecular Formula:	C21H24N2O3
Canonical SMILES:	COC(=O)C1=COC(C2C1CC1N(C2)CCc2c1[nH]c1c2cccc1)C
Standard InCHI:	InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3
Standard InCHIKey:	GRTOGORTSDXSFK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4500

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	242
0.1-0.2	1204
0.2-0.3	5378
0.3-0.4	13814
0.4-0.5	6758
0.5-0.6	1654
0.6-0.7	1425
0.7-0.8	345
0.8-0.85	38
0.85-0.9	19
0.9-0.95	8
0.95-1	5

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	NPC312870
High Similarity	1.0	NPC199851
High Similarity	1.0	NPC294909
High Similarity	1.0	NPC128265
High Similarity	1.0	NPC254240
High Similarity	0.9435	NPC196251
High Similarity	0.9435	NPC111602
High Similarity	0.9435	NPC63199
High Similarity	0.9435	NPC102338
High Similarity	0.9274	NPC472112
High Similarity	0.9263	NPC221100
High Similarity	0.9263	NPC234078
High Similarity	0.9066	NPC472113
High Similarity	0.8967	NPC19692
High Similarity	0.8967	NPC220151
High Similarity	0.8919	NPC245916
High Similarity	0.8895	NPC238457
High Similarity	0.8894	NPC21638
High Similarity	0.8785	NPC258480
High Similarity	0.8782	NPC82070
High Similarity	0.8737	NPC52254
High Similarity	0.8696	NPC175474
High Similarity	0.8587	NPC66210
High Similarity	0.8586	NPC476114
High Similarity	0.8564	NPC475271
High Similarity	0.8534	NPC81654
High Similarity	0.8534	NPC249150
High Similarity	0.8534	NPC195461
High Similarity	0.8534	NPC49196
High Similarity	0.8534	NPC313985
High Similarity	0.8534	NPC79129
High Similarity	0.8526	NPC52557
Intermediate Similarity	0.8492	NPC152768
Intermediate Similarity	0.8492	NPC148183
Intermediate Similarity	0.8429	NPC50503
Intermediate Similarity	0.8408	NPC174788
Intermediate Similarity	0.8333	NPC472107
Intermediate Similarity	0.8333	NPC79062
Intermediate Similarity	0.8324	NPC472108
Intermediate Similarity	0.8324	NPC139291
Intermediate Similarity	0.8315	NPC469896
Intermediate Similarity	0.8307	NPC472097
Intermediate Similarity	0.828	NPC472119
Intermediate Similarity	0.8245	NPC472323
Intermediate Similarity	0.8235	NPC472099
Intermediate Similarity	0.8226	NPC143533
Intermediate Similarity	0.822	NPC472210
Intermediate Similarity	0.822	NPC247735
Intermediate Similarity	0.822	NPC81802
Intermediate Similarity	0.822	NPC472295
Intermediate Similarity	0.822	NPC269886
Intermediate Similarity	0.8216	NPC15840
Intermediate Similarity	0.8212	NPC271797
Intermediate Similarity	0.8212	NPC21174
Intermediate Similarity	0.8182	NPC474905
Intermediate Similarity	0.8168	NPC55493
Intermediate Similarity	0.8158	NPC314333
Intermediate Similarity	0.8134	NPC33949
Intermediate Similarity	0.8128	NPC472104
Intermediate Similarity	0.8119	NPC472291
Intermediate Similarity	0.8108	NPC234987
Intermediate Similarity	0.8065	NPC219336
Intermediate Similarity	0.8063	NPC329858
Intermediate Similarity	0.8043	NPC472123
Intermediate Similarity	0.8032	NPC472110
Intermediate Similarity	0.8032	NPC472109
Intermediate Similarity	0.803	NPC476115
Intermediate Similarity	0.8011	NPC15573
Intermediate Similarity	0.8011	NPC183662
Intermediate Similarity	0.8011	NPC217372
Intermediate Similarity	0.7981	NPC473105
Intermediate Similarity	0.7979	NPC472292
Intermediate Similarity	0.7969	NPC469470
Intermediate Similarity	0.7969	NPC469501
Intermediate Similarity	0.7949	NPC472116
Intermediate Similarity	0.7949	NPC472293
Intermediate Similarity	0.7919	NPC472296
Intermediate Similarity	0.7919	NPC472297
Intermediate Similarity	0.7914	NPC326575
Intermediate Similarity	0.7906	NPC478077
Intermediate Similarity	0.7892	NPC264176
Intermediate Similarity	0.7889	NPC162730
Intermediate Similarity	0.7884	NPC113626
Intermediate Similarity	0.788	NPC317430
Intermediate Similarity	0.7879	NPC214428
Intermediate Similarity	0.7861	NPC472122
Intermediate Similarity	0.7861	NPC24594
Intermediate Similarity	0.785	NPC474192
Intermediate Similarity	0.785	NPC475720
Intermediate Similarity	0.7849	NPC161861
Intermediate Similarity	0.7828	NPC241024
Intermediate Similarity	0.7826	NPC305984
Intermediate Similarity	0.7824	NPC57453
Intermediate Similarity	0.7806	NPC289299
Intermediate Similarity	0.7806	NPC57994
Intermediate Similarity	0.7805	NPC472098
Intermediate Similarity	0.78	NPC474116
Intermediate Similarity	0.7772	NPC277350
Intermediate Similarity	0.7737	NPC187827
Intermediate Similarity	0.7737	NPC472105
Intermediate Similarity	0.7734	NPC477065
Intermediate Similarity	0.7717	NPC475816
Intermediate Similarity	0.7713	NPC329688
Intermediate Similarity	0.7713	NPC189812
Intermediate Similarity	0.771	NPC311906
Intermediate Similarity	0.7703	NPC473041
Intermediate Similarity	0.7703	NPC96321
Intermediate Similarity	0.7659	NPC477548
Intermediate Similarity	0.7644	NPC91179
Intermediate Similarity	0.7644	NPC477979
Intermediate Similarity	0.7642	NPC191489
Intermediate Similarity	0.7632	NPC14325
Intermediate Similarity	0.7632	NPC145885
Intermediate Similarity	0.7632	NPC84827
Intermediate Similarity	0.7632	NPC14113
Intermediate Similarity	0.7632	NPC28848
Intermediate Similarity	0.7629	NPC62749
Intermediate Similarity	0.7629	NPC160381
Intermediate Similarity	0.7619	NPC281049
Intermediate Similarity	0.7609	NPC81229
Intermediate Similarity	0.7609	NPC255229
Intermediate Similarity	0.7598	NPC284685
Intermediate Similarity	0.7588	NPC102592
Intermediate Similarity	0.7588	NPC79356
Intermediate Similarity	0.7586	NPC165599
Intermediate Similarity	0.7586	NPC100734
Intermediate Similarity	0.7586	NPC88923
Intermediate Similarity	0.7586	NPC315634
Intermediate Similarity	0.7581	NPC478078
Intermediate Similarity	0.7571	NPC312645
Intermediate Similarity	0.7549	NPC132539
Intermediate Similarity	0.7548	NPC118940
Intermediate Similarity	0.7538	NPC474121
Intermediate Similarity	0.7538	NPC235684
Intermediate Similarity	0.7536	NPC471304
Intermediate Similarity	0.7535	NPC472762
Intermediate Similarity	0.7525	NPC249040
Intermediate Similarity	0.7524	NPC330009
Intermediate Similarity	0.7524	NPC469928
Intermediate Similarity	0.7513	NPC71037
Intermediate Similarity	0.7512	NPC89508
Intermediate Similarity	0.75	NPC476098
Intermediate Similarity	0.7487	NPC267885
Intermediate Similarity	0.7474	NPC21752
Intermediate Similarity	0.7474	NPC210415
Intermediate Similarity	0.7474	NPC298851
Intermediate Similarity	0.7474	NPC276993
Intermediate Similarity	0.7474	NPC19679
Intermediate Similarity	0.7474	NPC181138
Intermediate Similarity	0.7474	NPC293255
Intermediate Similarity	0.7473	NPC194881
Intermediate Similarity	0.7453	NPC303658
Intermediate Similarity	0.7452	NPC126066
Intermediate Similarity	0.7452	NPC234999
Intermediate Similarity	0.7451	NPC476874
Intermediate Similarity	0.7435	NPC203468
Intermediate Similarity	0.7435	NPC110500
Intermediate Similarity	0.7435	NPC149155
Intermediate Similarity	0.7426	NPC306376
Intermediate Similarity	0.7426	NPC67288
Intermediate Similarity	0.7412	NPC473800
Intermediate Similarity	0.7409	NPC133261
Intermediate Similarity	0.7409	NPC126709
Intermediate Similarity	0.7409	NPC248041
Intermediate Similarity	0.7407	NPC78020
Intermediate Similarity	0.7404	NPC478158
Intermediate Similarity	0.7404	NPC469743
Intermediate Similarity	0.7402	NPC471944
Intermediate Similarity	0.7401	NPC88097
Intermediate Similarity	0.7398	NPC133003
Intermediate Similarity	0.7396	NPC264482
Intermediate Similarity	0.7396	NPC203202
Intermediate Similarity	0.7391	NPC244741
Intermediate Similarity	0.7391	NPC53344
Intermediate Similarity	0.7389	NPC74413
Intermediate Similarity	0.7387	NPC184680
Intermediate Similarity	0.7385	NPC66777
Intermediate Similarity	0.7381	NPC475778
Intermediate Similarity	0.7376	NPC141454
Intermediate Similarity	0.7371	NPC469594
Intermediate Similarity	0.7366	NPC260900
Intermediate Similarity	0.736	NPC315555
Intermediate Similarity	0.736	NPC311858
Intermediate Similarity	0.736	NPC141612
Intermediate Similarity	0.736	NPC17273
Intermediate Similarity	0.736	NPC135601
Intermediate Similarity	0.7358	NPC111275
Intermediate Similarity	0.7356	NPC475910
Intermediate Similarity	0.7354	NPC470785
Intermediate Similarity	0.7354	NPC470784
Intermediate Similarity	0.7353	NPC329793
Intermediate Similarity	0.7351	NPC285469
Intermediate Similarity	0.7349	NPC60621
Intermediate Similarity	0.7347	NPC228835
Intermediate Similarity	0.7346	NPC229348
Intermediate Similarity	0.7346	NPC469592
Intermediate Similarity	0.7346	NPC471080
Intermediate Similarity	0.7343	NPC18661
Intermediate Similarity	0.7343	NPC472111
Intermediate Similarity	0.7342	NPC477549

Drug Structure

NPD4500 OpenBabel08211705262D 27 31 0 0 1 0 0 0 0 0999 V2000 5.0737 0.9433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1219 2.9287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5164 -1.4526 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5162 -0.4837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6779 -1.9369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6775 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6777 -1.9376 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5163 -1.4536 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6783 0.9679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3551 -0.0008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3559 2.9040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1941 1.4514 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8388 -1.4529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8387 -1.4532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5170 1.4519 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.3554 0.9675 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5172 2.4201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8386 -0.4840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6780 -0.0003 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8389 -0.4844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6376 2.9283 0.0000 C 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 2.5165 -0.4847 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 1.6379 3.9442 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7577 2.4206 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1943 2.4197 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 25 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 13 2 0 0 0 0 6 18 2 0 0 0 0 7 8 1 0 0 0 0 7 14 1 0 0 0 0 8 23 1 0 0 0 0 9 15 1 0 0 0 0 9 19 1 0 0 0 0 10 16 1 0 0 0 0 10 23 1 0 0 0 0 11 17 2 0 0 0 0 11 26 1 0 0 0 0 12 16 1 0 0 0 0 12 26 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 20 2 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 19 23 1 0 0 0 0 20 22 1 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001616
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	251561
ChEBI
CAS Number

Drug Properties

Molecular Weight	352.18
ALogP	-0.6544
MLogP	3.22
XLogP	3.069
HDA	5
HBD	1
Rotatable Bonds	4
TPSA	54.56
RO5 Violation	0