NPASS drugs

Drug Information

Drug ID:	NPD5522
Drug Name:
Molecular Formula:	C23H24N2O
Canonical SMILES:	CN1CC[C@@]2([C@@H](C1)Cc1c(C2)nc2c(c1)cccc2)c1cccc(c1)O
Standard InCHI:	InChI=1S/C23H24N2O/c1-25-10-9-23(18-6-4-7-20(26)13-18)14-22-17(12-19(23)15-25)11-16-5-2-3-8-21(16)24-22/h2-8,11,13,19,26H,9-10,12,14-15H2,1H3/t19-,23+/m1/s1
Standard InCHIKey:	LEPBHAAYNPPRRA-XXBNENTESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5522

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	364
0.1-0.2	1641
0.2-0.3	7192
0.3-0.4	7177
0.4-0.5	10121
0.5-0.6	2721
0.6-0.7	1375
0.7-0.8	290
0.8-0.85	9
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	0.8343	NPC232340
Intermediate Similarity	0.8324	NPC471294
Intermediate Similarity	0.8305	NPC133306
Intermediate Similarity	0.8187	NPC159319
Intermediate Similarity	0.8114	NPC259545
Intermediate Similarity	0.8081	NPC32028
Intermediate Similarity	0.8032	NPC249040
Intermediate Similarity	0.8023	NPC315214
Intermediate Similarity	0.8023	NPC47298
Intermediate Similarity	0.7979	NPC476116
Intermediate Similarity	0.7927	NPC477111
Intermediate Similarity	0.7927	NPC470931
Intermediate Similarity	0.7889	NPC478032
Intermediate Similarity	0.788	NPC246700
Intermediate Similarity	0.788	NPC128751
Intermediate Similarity	0.7879	NPC60553
Intermediate Similarity	0.7838	NPC106833
Intermediate Similarity	0.7838	NPC469497
Intermediate Similarity	0.7833	NPC88363
Intermediate Similarity	0.7824	NPC477113
Intermediate Similarity	0.7821	NPC203754
Intermediate Similarity	0.7821	NPC150048
Intermediate Similarity	0.7816	NPC471177
Intermediate Similarity	0.7816	NPC59779
Intermediate Similarity	0.7816	NPC124542
Intermediate Similarity	0.7797	NPC126481
Intermediate Similarity	0.7797	NPC473764
Intermediate Similarity	0.7797	NPC314940
Intermediate Similarity	0.7772	NPC118832
Intermediate Similarity	0.7772	NPC274291
Intermediate Similarity	0.7772	NPC329708
Intermediate Similarity	0.7772	NPC165349
Intermediate Similarity	0.7772	NPC264166
Intermediate Similarity	0.7772	NPC47059
Intermediate Similarity	0.7746	NPC26850
Intermediate Similarity	0.774	NPC44161
Intermediate Similarity	0.7727	NPC471178
Intermediate Similarity	0.7713	NPC329541
Intermediate Similarity	0.7707	NPC470126
Intermediate Similarity	0.7705	NPC19679
Intermediate Similarity	0.77	NPC304926
Intermediate Similarity	0.77	NPC476041
Intermediate Similarity	0.7688	NPC183805
Intermediate Similarity	0.7685	NPC162748
Intermediate Similarity	0.7684	NPC474188
Intermediate Similarity	0.768	NPC475070
Intermediate Similarity	0.7676	NPC171171
Intermediate Similarity	0.767	NPC253580
Intermediate Similarity	0.7667	NPC312872
Intermediate Similarity	0.766	NPC114335
Intermediate Similarity	0.766	NPC280964
Intermediate Similarity	0.766	NPC141915
Intermediate Similarity	0.766	NPC99666
Intermediate Similarity	0.7656	NPC329793
Intermediate Similarity	0.7656	NPC11017
Intermediate Similarity	0.765	NPC183407
Intermediate Similarity	0.765	NPC469928
Intermediate Similarity	0.7641	NPC472111
Intermediate Similarity	0.7641	NPC475841
Intermediate Similarity	0.7641	NPC474145
Intermediate Similarity	0.7622	NPC476319
Intermediate Similarity	0.7622	NPC94943
Intermediate Similarity	0.76	NPC84508
Intermediate Similarity	0.7598	NPC280272
Intermediate Similarity	0.7592	NPC153042
Intermediate Similarity	0.7584	NPC98187
Intermediate Similarity	0.7572	NPC26872
Intermediate Similarity	0.7571	NPC473057
Intermediate Similarity	0.7568	NPC190007
Intermediate Similarity	0.7568	NPC204717
Intermediate Similarity	0.7566	NPC324149
Intermediate Similarity	0.7556	NPC158129
Intermediate Similarity	0.7553	NPC3715
Intermediate Similarity	0.7541	NPC72980
Intermediate Similarity	0.7539	NPC472193
Intermediate Similarity	0.7536	NPC6215
Intermediate Similarity	0.7527	NPC314002
Intermediate Similarity	0.7514	NPC212535
Intermediate Similarity	0.7514	NPC220765
Intermediate Similarity	0.75	NPC202605
Intermediate Similarity	0.75	NPC112206
Intermediate Similarity	0.7488	NPC214980
Intermediate Similarity	0.7488	NPC2497
Intermediate Similarity	0.7475	NPC475910
Intermediate Similarity	0.7475	NPC477110
Intermediate Similarity	0.7475	NPC330009
Intermediate Similarity	0.7473	NPC472294
Intermediate Similarity	0.7472	NPC97367
Intermediate Similarity	0.7463	NPC478074
Intermediate Similarity	0.7459	NPC252590
Intermediate Similarity	0.7444	NPC154293
Intermediate Similarity	0.744	NPC473449
Intermediate Similarity	0.7438	NPC469727
Intermediate Similarity	0.7435	NPC45850
Intermediate Similarity	0.7429	NPC476451
Intermediate Similarity	0.7427	NPC122463
Intermediate Similarity	0.7426	NPC237740
Intermediate Similarity	0.7424	NPC53344
Intermediate Similarity	0.7423	NPC476578
Intermediate Similarity	0.7423	NPC476582
Intermediate Similarity	0.7423	NPC476167
Intermediate Similarity	0.7423	NPC4071
Intermediate Similarity	0.7418	NPC474409
Intermediate Similarity	0.7416	NPC177404
Intermediate Similarity	0.7409	NPC77555
Intermediate Similarity	0.7404	NPC132631
Intermediate Similarity	0.7404	NPC103687
Intermediate Similarity	0.74	NPC475422
Intermediate Similarity	0.7398	NPC211813
Intermediate Similarity	0.7394	NPC314573
Intermediate Similarity	0.7391	NPC283152
Intermediate Similarity	0.7391	NPC326575
Intermediate Similarity	0.7387	NPC87755
Intermediate Similarity	0.7385	NPC329747
Intermediate Similarity	0.7374	NPC118511
Intermediate Similarity	0.7371	NPC192315
Intermediate Similarity	0.7363	NPC208284
Intermediate Similarity	0.736	NPC223427
Intermediate Similarity	0.7354	NPC66083
Intermediate Similarity	0.7337	NPC288943
Intermediate Similarity	0.7337	NPC134586
Intermediate Similarity	0.7327	NPC251160
Intermediate Similarity	0.7323	NPC36229
Intermediate Similarity	0.7323	NPC16452
Intermediate Similarity	0.7323	NPC476581
Intermediate Similarity	0.7322	NPC34508
Intermediate Similarity	0.7313	NPC5145
Intermediate Similarity	0.7302	NPC204385
Intermediate Similarity	0.7299	NPC288445
Intermediate Similarity	0.7297	NPC211997
Intermediate Similarity	0.7297	NPC184964
Intermediate Similarity	0.7277	NPC95783
Intermediate Similarity	0.7273	NPC144114
Intermediate Similarity	0.7273	NPC469440
Intermediate Similarity	0.7273	NPC206201
Intermediate Similarity	0.7273	NPC475774
Intermediate Similarity	0.7268	NPC205403
Intermediate Similarity	0.7264	NPC469589
Intermediate Similarity	0.7263	NPC25899
Intermediate Similarity	0.7263	NPC255229
Intermediate Similarity	0.7263	NPC81229
Intermediate Similarity	0.7263	NPC254762
Intermediate Similarity	0.7259	NPC267423
Intermediate Similarity	0.7258	NPC133261
Intermediate Similarity	0.7257	NPC33421
Intermediate Similarity	0.7253	NPC317430
Intermediate Similarity	0.725	NPC193777
Intermediate Similarity	0.7249	NPC42591
Intermediate Similarity	0.7246	NPC132642
Intermediate Similarity	0.7243	NPC472122
Intermediate Similarity	0.7243	NPC24594
Intermediate Similarity	0.7241	NPC294620
Intermediate Similarity	0.7236	NPC164374
Intermediate Similarity	0.7236	NPC137929
Intermediate Similarity	0.7236	NPC470500
Intermediate Similarity	0.7233	NPC204446
Intermediate Similarity	0.7231	NPC243834
Intermediate Similarity	0.7231	NPC70956
Intermediate Similarity	0.7228	NPC470020
Intermediate Similarity	0.7228	NPC208060
Intermediate Similarity	0.7228	NPC471304
Intermediate Similarity	0.7228	NPC472123
Intermediate Similarity	0.7228	NPC290689
Intermediate Similarity	0.7225	NPC32771
Intermediate Similarity	0.7222	NPC41679
Intermediate Similarity	0.7219	NPC472105
Intermediate Similarity	0.7219	NPC300688
Intermediate Similarity	0.7219	NPC198339
Intermediate Similarity	0.7219	NPC187827
Intermediate Similarity	0.7209	NPC295228
Intermediate Similarity	0.7206	NPC151781
Intermediate Similarity	0.7206	NPC74562
Intermediate Similarity	0.7206	NPC316181
Intermediate Similarity	0.7204	NPC151939
Intermediate Similarity	0.7202	NPC195268
Intermediate Similarity	0.7202	NPC133140
Intermediate Similarity	0.72	NPC476121
Intermediate Similarity	0.72	NPC304183
Intermediate Similarity	0.72	NPC476124
Intermediate Similarity	0.7194	NPC265576
Intermediate Similarity	0.7193	NPC245657
Intermediate Similarity	0.7189	NPC329688
Intermediate Similarity	0.7189	NPC189812
Intermediate Similarity	0.7186	NPC53144
Intermediate Similarity	0.7186	NPC476098
Intermediate Similarity	0.7184	NPC161292
Intermediate Similarity	0.7174	NPC476688
Intermediate Similarity	0.7174	NPC476686
Intermediate Similarity	0.7174	NPC105758
Intermediate Similarity	0.7174	NPC126492
Intermediate Similarity	0.7173	NPC206186
Intermediate Similarity	0.7173	NPC46580
Intermediate Similarity	0.7172	NPC31930
Intermediate Similarity	0.7166	NPC270009
Intermediate Similarity	0.7164	NPC313189
Intermediate Similarity	0.7157	NPC287437
Intermediate Similarity	0.7157	NPC48353
Intermediate Similarity	0.7157	NPC94157
Intermediate Similarity	0.7157	NPC32200
Intermediate Similarity	0.7157	NPC476175

Drug Structure

NPD5522 OpenBabel08211708292D 27 31 0 0 1 0 0 0 0 0999 V2000 -0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 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 2.5000 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 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 2 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 -0.8660 4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 3 2 0 0 0 0 2 5 1 0 0 0 0 3 8 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 16 2 0 0 0 0 6 18 1 0 0 0 0 7 20 2 0 0 0 0 8 21 2 0 0 0 0 9 10 1 0 0 0 0 9 23 1 0 0 0 0 10 25 1 0 0 0 0 11 16 1 0 0 0 0 11 17 2 0 0 0 0 12 17 1 0 0 0 0 12 19 1 0 0 0 0 13 18 2 0 0 0 0 13 20 1 0 0 0 0 14 22 1 0 0 0 0 14 23 1 0 0 0 0 15 19 1 0 0 0 0 15 25 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 19 23 1 1 0 0 0 20 26 1 0 0 0 0 21 24 1 0 0 0 0 22 24 2 0 0 0 0 23 18 1 1 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC012751
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9911115
ChEBI
CAS Number

Drug Properties

Molecular Weight	344.19
ALogP	-0.0995
MLogP	3.66
XLogP	5.257
HDA	2
HBD	1
Rotatable Bonds	3
TPSA	36.36
RO5 Violation	1