NPASS drugs

Drug Information

Drug ID:	NPD2976
Drug Name:
Molecular Formula:	C18H21NO4
Canonical SMILES:	OC(=O)Cc1ccc(cc1)OCCNC[C@@H](c1ccccc1)O
Standard InCHI:	InChI=1S/C18H21NO4/c20-17(15-4-2-1-3-5-15)13-19-10-11-23-16-8-6-14(7-9-16)12-18(21)22/h1-9,17,19-20H,10-13H2,(H,21,22)/t17-/m0/s1
Standard InCHIKey:	SRBPKVWITYPHQR-KRWDZBQOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2976

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	103
0.1-0.2	674
0.2-0.3	2457
0.3-0.4	7954
0.4-0.5	5029
0.5-0.6	6419
0.6-0.7	7996
0.7-0.8	244
0.8-0.85	14
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	0.8276	NPC204546
Intermediate Similarity	0.8264	NPC328137
Intermediate Similarity	0.8264	NPC317741
Intermediate Similarity	0.8264	NPC282087
Intermediate Similarity	0.8264	NPC259800
Intermediate Similarity	0.8264	NPC318984
Intermediate Similarity	0.8264	NPC318028
Intermediate Similarity	0.8264	NPC241086
Intermediate Similarity	0.8227	NPC470392
Intermediate Similarity	0.8176	NPC17760
Intermediate Similarity	0.8138	NPC197239
Intermediate Similarity	0.8138	NPC326860
Intermediate Similarity	0.8077	NPC158900
Intermediate Similarity	0.8045	NPC51345
Intermediate Similarity	0.7929	NPC320242
Intermediate Similarity	0.7914	NPC328267
Intermediate Similarity	0.7871	NPC56635
Intermediate Similarity	0.781	NPC264976
Intermediate Similarity	0.7762	NPC325651
Intermediate Similarity	0.774	NPC470441
Intermediate Similarity	0.7724	NPC97870
Intermediate Similarity	0.7724	NPC247018
Intermediate Similarity	0.7724	NPC307123
Intermediate Similarity	0.7676	NPC136112
Intermediate Similarity	0.7676	NPC141739
Intermediate Similarity	0.7647	NPC132771
Intermediate Similarity	0.7626	NPC263835
Intermediate Similarity	0.7622	NPC474476
Intermediate Similarity	0.7606	NPC95733
Intermediate Similarity	0.7606	NPC62101
Intermediate Similarity	0.76	NPC189724
Intermediate Similarity	0.76	NPC83289
Intermediate Similarity	0.76	NPC212850
Intermediate Similarity	0.7591	NPC188867
Intermediate Similarity	0.7591	NPC106551
Intermediate Similarity	0.7591	NPC281686
Intermediate Similarity	0.7586	NPC241354
Intermediate Similarity	0.7584	NPC318591
Intermediate Similarity	0.7584	NPC231163
Intermediate Similarity	0.7582	NPC313414
Intermediate Similarity	0.7574	NPC315542
Intermediate Similarity	0.7571	NPC318357
Intermediate Similarity	0.7568	NPC196708
Intermediate Similarity	0.7552	NPC29477
Intermediate Similarity	0.7552	NPC124776
Intermediate Similarity	0.755	NPC66518
Intermediate Similarity	0.7535	NPC211218
Intermediate Similarity	0.7534	NPC45191
Intermediate Similarity	0.7532	NPC245974
Intermediate Similarity	0.7518	NPC10286
Intermediate Similarity	0.7518	NPC213
Intermediate Similarity	0.7517	NPC2596
Intermediate Similarity	0.75	NPC218323
Intermediate Similarity	0.75	NPC26524
Intermediate Similarity	0.7483	NPC89630
Intermediate Similarity	0.7482	NPC293424
Intermediate Similarity	0.7471	NPC235194
Intermediate Similarity	0.7464	NPC128249
Intermediate Similarity	0.7463	NPC234639
Intermediate Similarity	0.7432	NPC132308
Intermediate Similarity	0.7432	NPC266425
Intermediate Similarity	0.7432	NPC169766
Intermediate Similarity	0.7429	NPC239697
Intermediate Similarity	0.7429	NPC43275
Intermediate Similarity	0.7415	NPC326966
Intermediate Similarity	0.7403	NPC247298
Intermediate Similarity	0.74	NPC106606
Intermediate Similarity	0.7394	NPC27581
Intermediate Similarity	0.7383	NPC473360
Intermediate Similarity	0.7376	NPC321133
Intermediate Similarity	0.7375	NPC287757
Intermediate Similarity	0.7375	NPC319320
Intermediate Similarity	0.7372	NPC324081
Intermediate Similarity	0.7368	NPC299806
Intermediate Similarity	0.7361	NPC221798
Intermediate Similarity	0.7355	NPC9373
Intermediate Similarity	0.7347	NPC238309
Intermediate Similarity	0.7338	NPC19290
Intermediate Similarity	0.7333	NPC196091
Intermediate Similarity	0.7329	NPC296712
Intermediate Similarity	0.7325	NPC214239
Intermediate Similarity	0.7324	NPC326079
Intermediate Similarity	0.7319	NPC235250
Intermediate Similarity	0.7317	NPC473502
Intermediate Similarity	0.7312	NPC212699
Intermediate Similarity	0.7312	NPC207675
Intermediate Similarity	0.7294	NPC329816
Intermediate Similarity	0.7292	NPC473942
Intermediate Similarity	0.7292	NPC255253
Intermediate Similarity	0.7279	NPC283079
Intermediate Similarity	0.7273	NPC142577
Intermediate Similarity	0.7273	NPC474862
Intermediate Similarity	0.7266	NPC296526
Intermediate Similarity	0.726	NPC476353
Intermediate Similarity	0.7256	NPC469479
Intermediate Similarity	0.7256	NPC254700
Intermediate Similarity	0.7255	NPC91953
Intermediate Similarity	0.7254	NPC474874
Intermediate Similarity	0.7254	NPC193193
Intermediate Similarity	0.725	NPC206372
Intermediate Similarity	0.725	NPC203424
Intermediate Similarity	0.7248	NPC471953
Intermediate Similarity	0.7248	NPC88667
Intermediate Similarity	0.7246	NPC109241
Intermediate Similarity	0.7244	NPC473090
Intermediate Similarity	0.7239	NPC1065
Intermediate Similarity	0.7234	NPC142638
Intermediate Similarity	0.7234	NPC317784
Intermediate Similarity	0.7234	NPC471033
Intermediate Similarity	0.7234	NPC311091
Intermediate Similarity	0.7229	NPC474858
Intermediate Similarity	0.7226	NPC178466
Intermediate Similarity	0.7226	NPC63628
Intermediate Similarity	0.7222	NPC291189
Intermediate Similarity	0.7222	NPC69403
Intermediate Similarity	0.7206	NPC290566
Intermediate Similarity	0.7206	NPC259554
Intermediate Similarity	0.7206	NPC145638
Intermediate Similarity	0.7206	NPC474272
Intermediate Similarity	0.7205	NPC233926
Intermediate Similarity	0.72	NPC469437
Intermediate Similarity	0.72	NPC283207
Intermediate Similarity	0.7195	NPC472923
Intermediate Similarity	0.7195	NPC63931
Intermediate Similarity	0.7193	NPC309692
Intermediate Similarity	0.7192	NPC88403
Intermediate Similarity	0.7192	NPC280767
Intermediate Similarity	0.719	NPC197921
Intermediate Similarity	0.7183	NPC319950
Intermediate Similarity	0.7183	NPC256369
Intermediate Similarity	0.7172	NPC307020
Intermediate Similarity	0.717	NPC182119
Intermediate Similarity	0.7164	NPC473855
Intermediate Similarity	0.7164	NPC42383
Intermediate Similarity	0.7164	NPC470393
Intermediate Similarity	0.7163	NPC137096
Intermediate Similarity	0.7162	NPC226661
Intermediate Similarity	0.7153	NPC63345
Intermediate Similarity	0.7153	NPC183700
Intermediate Similarity	0.7152	NPC313375
Intermediate Similarity	0.7152	NPC314725
Intermediate Similarity	0.7143	NPC306804
Intermediate Similarity	0.7143	NPC475236
Intermediate Similarity	0.7143	NPC469360
Intermediate Similarity	0.7134	NPC189908
Intermediate Similarity	0.7133	NPC31314
Intermediate Similarity	0.7133	NPC274732
Intermediate Similarity	0.7133	NPC104854
Intermediate Similarity	0.7133	NPC244866
Intermediate Similarity	0.7132	NPC97811
Intermediate Similarity	0.7132	NPC31274
Intermediate Similarity	0.7125	NPC47672
Intermediate Similarity	0.7125	NPC469711
Intermediate Similarity	0.7124	NPC223616
Intermediate Similarity	0.7124	NPC41473
Intermediate Similarity	0.7124	NPC312770
Intermediate Similarity	0.7124	NPC204848
Intermediate Similarity	0.7124	NPC14600
Intermediate Similarity	0.7124	NPC160607
Intermediate Similarity	0.7124	NPC471316
Intermediate Similarity	0.7124	NPC238412
Intermediate Similarity	0.7117	NPC469243
Intermediate Similarity	0.7115	NPC184053
Intermediate Similarity	0.7115	NPC81026
Intermediate Similarity	0.7114	NPC120251
Intermediate Similarity	0.711	NPC473562
Intermediate Similarity	0.7105	NPC6570
Intermediate Similarity	0.7105	NPC237227
Intermediate Similarity	0.7105	NPC4982
Intermediate Similarity	0.7105	NPC176814
Intermediate Similarity	0.7105	NPC68779
Intermediate Similarity	0.7105	NPC5310
Intermediate Similarity	0.7105	NPC300776
Intermediate Similarity	0.7103	NPC298486
Intermediate Similarity	0.7101	NPC177576
Intermediate Similarity	0.7099	NPC305700
Intermediate Similarity	0.7099	NPC187028
Intermediate Similarity	0.7099	NPC156311
Intermediate Similarity	0.7099	NPC140915
Intermediate Similarity	0.7099	NPC18249
Intermediate Similarity	0.7099	NPC10221
Intermediate Similarity	0.7099	NPC197741
Intermediate Similarity	0.7097	NPC71903
Intermediate Similarity	0.7095	NPC161593
Intermediate Similarity	0.7095	NPC145888
Intermediate Similarity	0.7095	NPC16031
Intermediate Similarity	0.709	NPC38079
Intermediate Similarity	0.709	NPC108875
Intermediate Similarity	0.7086	NPC307289
Intermediate Similarity	0.7083	NPC56634
Intermediate Similarity	0.7083	NPC89831
Intermediate Similarity	0.7078	NPC299583
Intermediate Similarity	0.7076	NPC475421
Intermediate Similarity	0.7075	NPC4164
Intermediate Similarity	0.7075	NPC3221
Intermediate Similarity	0.707	NPC136951
Intermediate Similarity	0.707	NPC161155
Intermediate Similarity	0.707	NPC97004
Intermediate Similarity	0.7067	NPC257390
Intermediate Similarity	0.7067	NPC2989

Drug Structure

NPD2976 OpenBabel08211702562D 26 27 0 0 1 0 0 0 0 0999 V2000 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 15 2 0 0 0 0 5 15 1 0 0 0 0 6 8 1 0 0 0 0 6 14 2 0 0 0 0 7 9 2 0 0 0 0 7 14 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 19 1 0 0 0 0 15 17 1 0 0 0 0 16 23 1 0 0 0 0 17 13 1 1 0 0 0 17 20 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001534
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	158793
ChEBI
CAS Number

Drug Properties

Molecular Weight	315.15
ALogP	-1.2554
MLogP	2.89
XLogP	3.431
HDA	4
HBD	3
Rotatable Bonds	11
TPSA	78.79
RO5 Violation	0