NPASS drugs

Drug Information

Drug ID:	NPD4736
Drug Name:
Molecular Formula:	C21H30N2O2
Canonical SMILES:	OC[C@@](CCc1ccc(n1C)C(=O)CCCc1ccc(cc1)C)(N)C
Standard InCHI:	InChI=1S/C21H30N2O2/c1-16-7-9-17(10-8-16)5-4-6-20(25)19-12-11-18(23(19)3)13-14-21(2,22)15-24/h7-12,24H,4-6,13-15,22H2,1-3H3/t21-/m1/s1
Standard InCHIKey:	YXEQXPNSBUIRDZ-OAQYLSRUSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4736

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	168
0.1-0.2	1047
0.2-0.3	6883
0.3-0.4	13937
0.4-0.5	5505
0.5-0.6	1752
0.6-0.7	1314
0.7-0.8	282
0.8-0.85	2
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	0.8488	NPC159125
Intermediate Similarity	0.8011	NPC113626
Intermediate Similarity	0.7978	NPC241025
Intermediate Similarity	0.7955	NPC15840
Intermediate Similarity	0.7892	NPC472284
Intermediate Similarity	0.7772	NPC269886
Intermediate Similarity	0.7772	NPC81802
Intermediate Similarity	0.7772	NPC247735
Intermediate Similarity	0.7772	NPC472295
Intermediate Similarity	0.7772	NPC472210
Intermediate Similarity	0.774	NPC234987
Intermediate Similarity	0.7705	NPC154339
Intermediate Similarity	0.7696	NPC472287
Intermediate Similarity	0.7696	NPC472286
Intermediate Similarity	0.7692	NPC472323
Intermediate Similarity	0.7688	NPC472116
Intermediate Similarity	0.7676	NPC267343
Intermediate Similarity	0.7665	NPC472285
Intermediate Similarity	0.7624	NPC207851
Intermediate Similarity	0.7624	NPC258480
Intermediate Similarity	0.7622	NPC129412
Intermediate Similarity	0.7622	NPC472292
Intermediate Similarity	0.7622	NPC58268
Intermediate Similarity	0.7622	NPC114033
Intermediate Similarity	0.7622	NPC101130
Intermediate Similarity	0.7606	NPC477041
Intermediate Similarity	0.7606	NPC477044
Intermediate Similarity	0.7598	NPC219336
Intermediate Similarity	0.7594	NPC472293
Intermediate Similarity	0.7592	NPC165599
Intermediate Similarity	0.7566	NPC472297
Intermediate Similarity	0.7566	NPC472296
Intermediate Similarity	0.7554	NPC175474
Intermediate Similarity	0.7542	NPC15573
Intermediate Similarity	0.7542	NPC217372
Intermediate Similarity	0.7542	NPC183662
Intermediate Similarity	0.7514	NPC472112
Intermediate Similarity	0.75	NPC248041
Intermediate Similarity	0.75	NPC126709
Intermediate Similarity	0.75	NPC248462
Intermediate Similarity	0.7486	NPC267885
Intermediate Similarity	0.7486	NPC295158
Intermediate Similarity	0.7486	NPC115232
Intermediate Similarity	0.7474	NPC477045
Intermediate Similarity	0.7473	NPC143533
Intermediate Similarity	0.746	NPC141454
Intermediate Similarity	0.7459	NPC209917
Intermediate Similarity	0.7459	NPC91179
Intermediate Similarity	0.7459	NPC469896
Intermediate Similarity	0.7448	NPC57398
Intermediate Similarity	0.7447	NPC202812
Intermediate Similarity	0.7446	NPC235684
Intermediate Similarity	0.7446	NPC66210
Intermediate Similarity	0.7444	NPC145885
Intermediate Similarity	0.7444	NPC84827
Intermediate Similarity	0.7444	NPC14113
Intermediate Similarity	0.743	NPC203468
Intermediate Similarity	0.743	NPC110500
Intermediate Similarity	0.743	NPC149155
Intermediate Similarity	0.7423	NPC14448
Intermediate Similarity	0.7423	NPC292434
Intermediate Similarity	0.7423	NPC64661
Intermediate Similarity	0.7423	NPC200397
Intermediate Similarity	0.7423	NPC138596
Intermediate Similarity	0.7423	NPC195704
Intermediate Similarity	0.7423	NPC98156
Intermediate Similarity	0.7423	NPC167200
Intermediate Similarity	0.7407	NPC245916
Intermediate Similarity	0.7403	NPC283219
Intermediate Similarity	0.7403	NPC55772
Intermediate Similarity	0.7386	NPC71132
Intermediate Similarity	0.7385	NPC244741
Intermediate Similarity	0.7382	NPC474767
Intermediate Similarity	0.7371	NPC477043
Intermediate Similarity	0.7368	NPC473814
Intermediate Similarity	0.7368	NPC227582
Intermediate Similarity	0.7368	NPC78767
Intermediate Similarity	0.7366	NPC63199
Intermediate Similarity	0.7366	NPC111602
Intermediate Similarity	0.7366	NPC102338
Intermediate Similarity	0.7366	NPC221873
Intermediate Similarity	0.7366	NPC196251
Intermediate Similarity	0.7358	NPC328596
Intermediate Similarity	0.7358	NPC328318
Intermediate Similarity	0.7354	NPC57994
Intermediate Similarity	0.7354	NPC289299
Intermediate Similarity	0.7351	NPC478077
Intermediate Similarity	0.7348	NPC111275
Intermediate Similarity	0.7348	NPC64436
Intermediate Similarity	0.734	NPC67551
Intermediate Similarity	0.734	NPC472113
Intermediate Similarity	0.7337	NPC477003
Intermediate Similarity	0.7337	NPC472291
Intermediate Similarity	0.733	NPC149708
Intermediate Similarity	0.7326	NPC83111
Intermediate Similarity	0.7313	NPC312645
Intermediate Similarity	0.731	NPC473878
Intermediate Similarity	0.7303	NPC78020
Intermediate Similarity	0.7297	NPC133003
Intermediate Similarity	0.7297	NPC472107
Intermediate Similarity	0.7297	NPC79062
Intermediate Similarity	0.7294	NPC100726
Intermediate Similarity	0.7293	NPC151635
Intermediate Similarity	0.7292	NPC123395
Intermediate Similarity	0.7283	NPC209362
Intermediate Similarity	0.7273	NPC472288
Intermediate Similarity	0.7268	NPC477042
Intermediate Similarity	0.7263	NPC93390
Intermediate Similarity	0.7263	NPC19692
Intermediate Similarity	0.7263	NPC220151
Intermediate Similarity	0.7258	NPC315555
Intermediate Similarity	0.7257	NPC80681
Intermediate Similarity	0.7254	NPC252338
Intermediate Similarity	0.7254	NPC195461
Intermediate Similarity	0.7254	NPC81654
Intermediate Similarity	0.7254	NPC79129
Intermediate Similarity	0.7254	NPC249150
Intermediate Similarity	0.7254	NPC49196
Intermediate Similarity	0.7254	NPC313985
Intermediate Similarity	0.7251	NPC13432
Intermediate Similarity	0.725	NPC89508
Intermediate Similarity	0.7247	NPC41717
Intermediate Similarity	0.7246	NPC205604
Intermediate Similarity	0.7246	NPC74928
Intermediate Similarity	0.7246	NPC59839
Intermediate Similarity	0.7246	NPC12831
Intermediate Similarity	0.7246	NPC169308
Intermediate Similarity	0.7246	NPC209281
Intermediate Similarity	0.7246	NPC302717
Intermediate Similarity	0.7246	NPC48171
Intermediate Similarity	0.7246	NPC3698
Intermediate Similarity	0.7246	NPC286529
Intermediate Similarity	0.7246	NPC129753
Intermediate Similarity	0.7246	NPC244087
Intermediate Similarity	0.7246	NPC97230
Intermediate Similarity	0.7246	NPC77582
Intermediate Similarity	0.7243	NPC472119
Intermediate Similarity	0.7243	NPC46895
Intermediate Similarity	0.7241	NPC285469
Intermediate Similarity	0.724	NPC50503
Intermediate Similarity	0.724	NPC52557
Intermediate Similarity	0.7234	NPC324091
Intermediate Similarity	0.7225	NPC292361
Intermediate Similarity	0.7222	NPC158129
Intermediate Similarity	0.7216	NPC471944
Intermediate Similarity	0.7207	NPC70949
Intermediate Similarity	0.72	NPC469762
Intermediate Similarity	0.72	NPC76982
Intermediate Similarity	0.7196	NPC473763
Intermediate Similarity	0.7196	NPC117244
Intermediate Similarity	0.7194	NPC132539
Intermediate Similarity	0.7189	NPC472109
Intermediate Similarity	0.7189	NPC472110
Intermediate Similarity	0.7182	NPC252572
Intermediate Similarity	0.7181	NPC321708
Intermediate Similarity	0.7175	NPC214106
Intermediate Similarity	0.7174	NPC61011
Intermediate Similarity	0.7174	NPC73994
Intermediate Similarity	0.7173	NPC195239
Intermediate Similarity	0.7173	NPC157828
Intermediate Similarity	0.7168	NPC470679
Intermediate Similarity	0.7168	NPC217021
Intermediate Similarity	0.7167	NPC471943
Intermediate Similarity	0.7166	NPC160381
Intermediate Similarity	0.7158	NPC284775
Intermediate Similarity	0.7157	NPC317373
Intermediate Similarity	0.7151	NPC228835
Intermediate Similarity	0.7151	NPC114637
Intermediate Similarity	0.715	NPC82370
Intermediate Similarity	0.7143	NPC329688
Intermediate Similarity	0.7143	NPC469785
Intermediate Similarity	0.7143	NPC98715
Intermediate Similarity	0.7143	NPC189812
Intermediate Similarity	0.7143	NPC139763
Intermediate Similarity	0.7143	NPC469529
Intermediate Similarity	0.7136	NPC271862
Intermediate Similarity	0.7135	NPC271797
Intermediate Similarity	0.7135	NPC71037
Intermediate Similarity	0.7135	NPC21174
Intermediate Similarity	0.7135	NPC311276
Intermediate Similarity	0.7135	NPC11445
Intermediate Similarity	0.7128	NPC300183
Intermediate Similarity	0.7128	NPC206186
Intermediate Similarity	0.7128	NPC17059
Intermediate Similarity	0.7127	NPC6982
Intermediate Similarity	0.7126	NPC472243
Intermediate Similarity	0.7121	NPC53344
Intermediate Similarity	0.7121	NPC270918
Intermediate Similarity	0.7121	NPC321428
Intermediate Similarity	0.712	NPC133261
Intermediate Similarity	0.7119	NPC322644
Intermediate Similarity	0.7114	NPC118940
Intermediate Similarity	0.7113	NPC74413
Intermediate Similarity	0.7111	NPC317430
Intermediate Similarity	0.7107	NPC327592
Intermediate Similarity	0.7105	NPC476460
Intermediate Similarity	0.7105	NPC243716
Intermediate Similarity	0.7104	NPC24594
Intermediate Similarity	0.7104	NPC472122
Intermediate Similarity	0.7102	NPC213914

Drug Structure

NPD4736 OpenBabel08211705272D 28 29 0 0 1 0 0 0 0 0999 V2000 -7.0327 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6997 1.7328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3849 1.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 1.2260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1929 3.0531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7861 2.1395 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8726 2.5463 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 4.1874 3.1576 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -2.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7681 3.5408 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0636 1.9585 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5941 4.0712 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 3 23 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 17 1 0 0 0 0 6 20 1 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 12 1 0 0 0 0 11 18 2 0 0 0 0 12 19 2 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 21 1 0 0 0 0 15 21 1 0 0 0 0 15 24 1 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 19 23 1 0 0 0 0 20 25 2 0 0 0 0 21 2 1 6 0 0 0 21 22 1 0 0 0 0 22 26 1 0 0 0 0 22 27 1 0 0 0 0 24 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003441
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11371290
ChEBI
CAS Number

Drug Properties

Molecular Weight	342.23
ALogP	-0.2299
MLogP	3.33
XLogP	5.331
HDA	4
HBD	2
Rotatable Bonds	14
TPSA	68.25
RO5 Violation	1