NPASS drugs

Drug Information

Drug ID:	NPD3984
Drug Name:
Molecular Formula:	C20H23N3O2
Canonical SMILES:	CN1CC[C@@]2(C1N(C)c1c2cc(cc1)OC(=Nc1ccccc1)O)C
Standard InCHI:	InChI=1S/C20H23N3O2/c1-20-11-12-22(2)18(20)23(3)17-10-9-15(13-16(17)20)25-19(24)21-14-7-5-4-6-8-14/h4-10,13,18H,11-12H2,1-3H3,(H,21,24)/t18?,20-/m0/s1
Standard InCHIKey:	PBHFNBQPZCRWQP-IJHRGXPZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3984

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	264
0.1-0.2	1271
0.2-0.3	7204
0.3-0.4	5372
0.4-0.5	10156
0.5-0.6	5353
0.6-0.7	1213
0.7-0.8	53
0.8-0.85	0
0.85-0.9	1
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	0.9737	NPC230942
High Similarity	0.9737	NPC315498
High Similarity	0.949	NPC85482
High Similarity	0.8875	NPC70172
Intermediate Similarity	0.7784	NPC469428
Intermediate Similarity	0.7765	NPC24954
Intermediate Similarity	0.7569	NPC21425
Intermediate Similarity	0.7407	NPC127178
Intermediate Similarity	0.7391	NPC473569
Intermediate Similarity	0.7391	NPC5630
Intermediate Similarity	0.7337	NPC477186
Intermediate Similarity	0.7333	NPC287588
Intermediate Similarity	0.7316	NPC138830
Intermediate Similarity	0.7312	NPC79213
Intermediate Similarity	0.7273	NPC33507
Intermediate Similarity	0.7268	NPC249405
Intermediate Similarity	0.7225	NPC25897
Intermediate Similarity	0.7213	NPC179704
Intermediate Similarity	0.7204	NPC474904
Intermediate Similarity	0.7202	NPC475774
Intermediate Similarity	0.7184	NPC93653
Intermediate Similarity	0.7181	NPC307963
Intermediate Similarity	0.7166	NPC22476
Intermediate Similarity	0.7165	NPC475147
Intermediate Similarity	0.7158	NPC98197
Intermediate Similarity	0.7158	NPC176127
Intermediate Similarity	0.7151	NPC217294
Intermediate Similarity	0.7128	NPC204970
Intermediate Similarity	0.7127	NPC285941
Intermediate Similarity	0.7112	NPC312531
Intermediate Similarity	0.711	NPC315257
Intermediate Similarity	0.7105	NPC162653
Intermediate Similarity	0.709	NPC302001
Intermediate Similarity	0.709	NPC203972
Intermediate Similarity	0.7085	NPC119722
Intermediate Similarity	0.7077	NPC470484
Intermediate Similarity	0.7074	NPC92111
Intermediate Similarity	0.7072	NPC225857
Intermediate Similarity	0.7069	NPC78733
Intermediate Similarity	0.7068	NPC161804
Intermediate Similarity	0.7065	NPC234772
Intermediate Similarity	0.7062	NPC52801
Intermediate Similarity	0.7049	NPC85613
Intermediate Similarity	0.7049	NPC5167
Intermediate Similarity	0.7043	NPC276674
Intermediate Similarity	0.7043	NPC33902
Intermediate Similarity	0.7041	NPC472111
Intermediate Similarity	0.7035	NPC13397
Intermediate Similarity	0.7021	NPC76748
Intermediate Similarity	0.702	NPC475133
Intermediate Similarity	0.702	NPC168250
Intermediate Similarity	0.7018	NPC475959
Intermediate Similarity	0.7006	NPC471314
Intermediate Similarity	0.7006	NPC215829
Intermediate Similarity	0.7006	NPC97072
Intermediate Similarity	0.7006	NPC471315
Intermediate Similarity	0.7	NPC127996
Remote Similarity	0.6985	NPC269449
Remote Similarity	0.6984	NPC470483
Remote Similarity	0.6971	NPC93593
Remote Similarity	0.6968	NPC296527
Remote Similarity	0.6965	NPC473006
Remote Similarity	0.6963	NPC243626
Remote Similarity	0.6961	NPC288110
Remote Similarity	0.6961	NPC477185
Remote Similarity	0.6959	NPC329793
Remote Similarity	0.6954	NPC210148
Remote Similarity	0.6954	NPC261388
Remote Similarity	0.6954	NPC233029
Remote Similarity	0.695	NPC82541
Remote Similarity	0.6943	NPC71124
Remote Similarity	0.694	NPC477187
Remote Similarity	0.6932	NPC471122
Remote Similarity	0.6931	NPC474059
Remote Similarity	0.6931	NPC174629
Remote Similarity	0.6927	NPC251090
Remote Similarity	0.6923	NPC311991
Remote Similarity	0.6919	NPC190461
Remote Similarity	0.6915	NPC472098
Remote Similarity	0.6914	NPC292003
Remote Similarity	0.6911	NPC470485
Remote Similarity	0.6906	NPC471604
Remote Similarity	0.6904	NPC87714
Remote Similarity	0.6895	NPC203628
Remote Similarity	0.6894	NPC172403
Remote Similarity	0.6881	NPC478074
Remote Similarity	0.6878	NPC320088
Remote Similarity	0.6875	NPC198401
Remote Similarity	0.6872	NPC67904
Remote Similarity	0.6869	NPC246140
Remote Similarity	0.6869	NPC475841
Remote Similarity	0.6869	NPC195787
Remote Similarity	0.6869	NPC474145
Remote Similarity	0.6868	NPC290759
Remote Similarity	0.6868	NPC266176
Remote Similarity	0.6868	NPC158148
Remote Similarity	0.6868	NPC82533
Remote Similarity	0.6863	NPC126556
Remote Similarity	0.6859	NPC473004
Remote Similarity	0.6857	NPC223124
Remote Similarity	0.6856	NPC100863
Remote Similarity	0.6853	NPC223427
Remote Similarity	0.685	NPC469589
Remote Similarity	0.6848	NPC228040
Remote Similarity	0.6845	NPC314682
Remote Similarity	0.6842	NPC185838
Remote Similarity	0.6837	NPC295676
Remote Similarity	0.6836	NPC234392
Remote Similarity	0.6836	NPC31311
Remote Similarity	0.6834	NPC478075
Remote Similarity	0.6832	NPC159815
Remote Similarity	0.6832	NPC94157
Remote Similarity	0.6829	NPC96321
Remote Similarity	0.6823	NPC254957
Remote Similarity	0.6821	NPC5374
Remote Similarity	0.6816	NPC471304
Remote Similarity	0.6811	NPC94174
Remote Similarity	0.6807	NPC11147
Remote Similarity	0.6805	NPC213206
Remote Similarity	0.6805	NPC474915
Remote Similarity	0.6805	NPC188163
Remote Similarity	0.6805	NPC328750
Remote Similarity	0.6802	NPC474077
Remote Similarity	0.68	NPC476465
Remote Similarity	0.6798	NPC266931
Remote Similarity	0.6793	NPC225597
Remote Similarity	0.6793	NPC477640
Remote Similarity	0.6793	NPC65403
Remote Similarity	0.6793	NPC470739
Remote Similarity	0.678	NPC41178
Remote Similarity	0.678	NPC216459
Remote Similarity	0.678	NPC76079
Remote Similarity	0.678	NPC138487
Remote Similarity	0.6778	NPC471124
Remote Similarity	0.6776	NPC475686
Remote Similarity	0.6776	NPC58766
Remote Similarity	0.6774	NPC70092
Remote Similarity	0.6772	NPC204385
Remote Similarity	0.6769	NPC23080
Remote Similarity	0.6769	NPC193906
Remote Similarity	0.6768	NPC207971
Remote Similarity	0.6766	NPC7018
Remote Similarity	0.6763	NPC318525
Remote Similarity	0.6763	NPC321505
Remote Similarity	0.6763	NPC191376
Remote Similarity	0.6763	NPC132642
Remote Similarity	0.6763	NPC476151
Remote Similarity	0.6763	NPC179825
Remote Similarity	0.6763	NPC10653
Remote Similarity	0.6761	NPC148898
Remote Similarity	0.676	NPC477080
Remote Similarity	0.676	NPC111485
Remote Similarity	0.6758	NPC476002
Remote Similarity	0.6753	NPC303214
Remote Similarity	0.6748	NPC471321
Remote Similarity	0.6748	NPC471306
Remote Similarity	0.6743	NPC223125
Remote Similarity	0.6742	NPC146288
Remote Similarity	0.6742	NPC147091
Remote Similarity	0.674	NPC320104
Remote Similarity	0.6739	NPC474475
Remote Similarity	0.6738	NPC206201
Remote Similarity	0.6738	NPC15919
Remote Similarity	0.6735	NPC212163
Remote Similarity	0.6734	NPC244606
Remote Similarity	0.6734	NPC14339
Remote Similarity	0.6734	NPC268077
Remote Similarity	0.6734	NPC156728
Remote Similarity	0.6731	NPC46259
Remote Similarity	0.673	NPC473458
Remote Similarity	0.6727	NPC118419
Remote Similarity	0.6726	NPC193528
Remote Similarity	0.6724	NPC147390
Remote Similarity	0.6724	NPC476571
Remote Similarity	0.6724	NPC246587
Remote Similarity	0.6724	NPC24233
Remote Similarity	0.6724	NPC135538
Remote Similarity	0.6724	NPC428
Remote Similarity	0.6724	NPC318086
Remote Similarity	0.6723	NPC10730
Remote Similarity	0.6723	NPC10875
Remote Similarity	0.6722	NPC232924
Remote Similarity	0.6722	NPC160298
Remote Similarity	0.6722	NPC306902
Remote Similarity	0.6722	NPC477559
Remote Similarity	0.6722	NPC266753
Remote Similarity	0.6721	NPC100566
Remote Similarity	0.6721	NPC298979
Remote Similarity	0.672	NPC473007
Remote Similarity	0.6718	NPC272706
Remote Similarity	0.6718	NPC472191
Remote Similarity	0.6716	NPC471080
Remote Similarity	0.6716	NPC469592
Remote Similarity	0.6715	NPC108826
Remote Similarity	0.6715	NPC222046
Remote Similarity	0.6709	NPC17388
Remote Similarity	0.6709	NPC289330
Remote Similarity	0.6709	NPC53596
Remote Similarity	0.6709	NPC471308
Remote Similarity	0.6709	NPC160120

Drug Structure

NPD3984 OpenBabel08211704332D 26 29 0 0 1 0 0 0 0 0999 V2000 -0.4996 -2.7464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4931 -0.4374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0031 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8446 1.0895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9677 1.6041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8375 0.0727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0836 1.1019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9534 -0.4294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4306 -0.4919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6289 -0.0215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8147 -2.3505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6354 -1.8699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6158 -1.8805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0764 0.0851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4241 -1.4214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8141 -1.4101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8207 -0.4806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8145 -0.4703 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.1851 -1.4338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0004 -1.8804 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.1923 -0.4171 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6288 -0.9404 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 -5.0621 -1.9484 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3010 -1.9360 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9462 -1.4462 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 22 1 0 0 0 0 3 23 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 8 2 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 11 20 1 0 0 0 0 12 22 1 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 14 21 1 0 0 0 0 15 25 1 0 0 0 0 16 17 2 0 0 0 0 16 20 1 0 0 0 0 17 23 1 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 18 23 1 0 0 0 0 19 21 2 3 0 0 0 19 24 1 0 0 0 0 19 25 1 0 0 0 0 20 1 1 6 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC006356
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9905831
ChEBI
CAS Number

Drug Properties

Molecular Weight	337.18
ALogP	1.3718
MLogP	3.11
XLogP	5.223
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	48.3
RO5 Violation	1