NPASS drugs

Drug Information

Drug ID:	NPD4572
Drug Name:
Molecular Formula:	C21H25NO
Canonical SMILES:	CN1C2CC[C@@H]1CC(C2)OC(c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C21H25NO/c1-22-18-12-13-19(22)15-20(14-18)23-21(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-21H,12-15H2,1H3/t18-,19?,20?/m1/s1
Standard InCHIKey:	GIJXKZJWITVLHI-XEVCZEQESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4572

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	106
0.1-0.2	761
0.2-0.3	2382
0.3-0.4	8911
0.4-0.5	9713
0.5-0.6	7948
0.6-0.7	1013
0.7-0.8	51
0.8-0.85	3
0.85-0.9	2
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
High Similarity	0.8716	NPC65855
High Similarity	0.8716	NPC292758
Intermediate Similarity	0.8491	NPC316797
Intermediate Similarity	0.8214	NPC24777
Intermediate Similarity	0.8083	NPC26285
Intermediate Similarity	0.7913	NPC269340
Intermediate Similarity	0.7705	NPC316896
Intermediate Similarity	0.768	NPC65310
Intermediate Similarity	0.7661	NPC285394
Intermediate Similarity	0.7658	NPC214200
Intermediate Similarity	0.7658	NPC228400
Intermediate Similarity	0.7634	NPC281104
Intermediate Similarity	0.752	NPC307020
Intermediate Similarity	0.75	NPC84281
Intermediate Similarity	0.75	NPC169485
Intermediate Similarity	0.75	NPC291027
Intermediate Similarity	0.75	NPC213126
Intermediate Similarity	0.75	NPC317474
Intermediate Similarity	0.7462	NPC118419
Intermediate Similarity	0.7293	NPC11147
Intermediate Similarity	0.7282	NPC165212
Intermediate Similarity	0.7244	NPC328267
Intermediate Similarity	0.72	NPC321133
Intermediate Similarity	0.7188	NPC474847
Intermediate Similarity	0.7185	NPC193528
Intermediate Similarity	0.7155	NPC147000
Intermediate Similarity	0.7155	NPC226778
Intermediate Similarity	0.7155	NPC304761
Intermediate Similarity	0.7155	NPC150254
Intermediate Similarity	0.7143	NPC325568
Intermediate Similarity	0.7115	NPC231986
Intermediate Similarity	0.7109	NPC255253
Intermediate Similarity	0.7099	NPC69496
Intermediate Similarity	0.7094	NPC211551
Intermediate Similarity	0.709	NPC76785
Intermediate Similarity	0.709	NPC118099
Intermediate Similarity	0.709	NPC9687
Intermediate Similarity	0.709	NPC476102
Intermediate Similarity	0.709	NPC273907
Intermediate Similarity	0.709	NPC293377
Intermediate Similarity	0.709	NPC79465
Intermediate Similarity	0.709	NPC474787
Intermediate Similarity	0.709	NPC474811
Intermediate Similarity	0.709	NPC474855
Intermediate Similarity	0.709	NPC475598
Intermediate Similarity	0.709	NPC151706
Intermediate Similarity	0.709	NPC260045
Intermediate Similarity	0.709	NPC49577
Intermediate Similarity	0.709	NPC475318
Intermediate Similarity	0.709	NPC90194
Intermediate Similarity	0.7018	NPC226096
Intermediate Similarity	0.7018	NPC164514
Intermediate Similarity	0.7018	NPC290515
Intermediate Similarity	0.7018	NPC108606
Intermediate Similarity	0.7018	NPC303611
Intermediate Similarity	0.7	NPC158854
Remote Similarity	0.6983	NPC327226
Remote Similarity	0.6972	NPC304760
Remote Similarity	0.6972	NPC253883
Remote Similarity	0.6972	NPC95075
Remote Similarity	0.6972	NPC90844
Remote Similarity	0.6957	NPC314682
Remote Similarity	0.694	NPC245836
Remote Similarity	0.694	NPC233910
Remote Similarity	0.6937	NPC470926
Remote Similarity	0.6916	NPC95429
Remote Similarity	0.6911	NPC26524
Remote Similarity	0.6906	NPC470925
Remote Similarity	0.6906	NPC188163
Remote Similarity	0.6906	NPC213206
Remote Similarity	0.6906	NPC474915
Remote Similarity	0.6906	NPC328750
Remote Similarity	0.6891	NPC326801
Remote Similarity	0.6875	NPC219162
Remote Similarity	0.687	NPC475954
Remote Similarity	0.6838	NPC154905
Remote Similarity	0.6838	NPC60373
Remote Similarity	0.6831	NPC130926
Remote Similarity	0.6824	NPC476443
Remote Similarity	0.6824	NPC133817
Remote Similarity	0.6815	NPC313663
Remote Similarity	0.6807	NPC167336
Remote Similarity	0.6806	NPC475959
Remote Similarity	0.6797	NPC263835
Remote Similarity	0.6791	NPC89769
Remote Similarity	0.6791	NPC259665
Remote Similarity	0.6791	NPC126859
Remote Similarity	0.6788	NPC475828
Remote Similarity	0.6786	NPC204546
Remote Similarity	0.6786	NPC119631
Remote Similarity	0.678	NPC234305
Remote Similarity	0.6777	NPC97811
Remote Similarity	0.6774	NPC123175
Remote Similarity	0.6774	NPC176730
Remote Similarity	0.6767	NPC103605
Remote Similarity	0.6767	NPC268763
Remote Similarity	0.6767	NPC66177
Remote Similarity	0.6767	NPC8305
Remote Similarity	0.6767	NPC81092
Remote Similarity	0.6761	NPC44649
Remote Similarity	0.6759	NPC304538
Remote Similarity	0.6757	NPC78733
Remote Similarity	0.6754	NPC20142
Remote Similarity	0.6754	NPC215351
Remote Similarity	0.6754	NPC58674
Remote Similarity	0.6752	NPC245927
Remote Similarity	0.675	NPC92623
Remote Similarity	0.675	NPC135464
Remote Similarity	0.6742	NPC320242
Remote Similarity	0.6742	NPC136112
Remote Similarity	0.6742	NPC141739
Remote Similarity	0.6738	NPC473922
Remote Similarity	0.6736	NPC210437
Remote Similarity	0.6736	NPC51957
Remote Similarity	0.6736	NPC476144
Remote Similarity	0.6736	NPC106295
Remote Similarity	0.6736	NPC476151
Remote Similarity	0.6736	NPC16107
Remote Similarity	0.6735	NPC26601
Remote Similarity	0.6733	NPC329640
Remote Similarity	0.6729	NPC106313
Remote Similarity	0.6721	NPC265211
Remote Similarity	0.6721	NPC306045
Remote Similarity	0.6719	NPC43275
Remote Similarity	0.6718	NPC211218
Remote Similarity	0.6714	NPC189724
Remote Similarity	0.6714	NPC83289
Remote Similarity	0.6714	NPC212850
Remote Similarity	0.6713	NPC185838
Remote Similarity	0.6711	NPC180756
Remote Similarity	0.6711	NPC323443
Remote Similarity	0.6711	NPC147091
Remote Similarity	0.6697	NPC58616
Remote Similarity	0.6697	NPC475710
Remote Similarity	0.6696	NPC213156
Remote Similarity	0.6696	NPC240108
Remote Similarity	0.6694	NPC153795
Remote Similarity	0.6694	NPC42911
Remote Similarity	0.6694	NPC290353
Remote Similarity	0.6692	NPC218323
Remote Similarity	0.6692	NPC109151
Remote Similarity	0.6691	NPC318591
Remote Similarity	0.6691	NPC231163
Remote Similarity	0.669	NPC476567
Remote Similarity	0.669	NPC130941
Remote Similarity	0.669	NPC128019
Remote Similarity	0.669	NPC7467
Remote Similarity	0.669	NPC136860
Remote Similarity	0.6667	NPC62101
Remote Similarity	0.6667	NPC95733
Remote Similarity	0.6667	NPC101139
Remote Similarity	0.6667	NPC95977
Remote Similarity	0.6667	NPC154899
Remote Similarity	0.6667	NPC233396
Remote Similarity	0.6644	NPC76079
Remote Similarity	0.6644	NPC138487
Remote Similarity	0.6644	NPC216459
Remote Similarity	0.6644	NPC477565
Remote Similarity	0.6644	NPC103379
Remote Similarity	0.6644	NPC41178
Remote Similarity	0.6643	NPC247298
Remote Similarity	0.6643	NPC475578
Remote Similarity	0.6642	NPC172403
Remote Similarity	0.6642	NPC132847
Remote Similarity	0.6642	NPC469666
Remote Similarity	0.6641	NPC471315
Remote Similarity	0.6641	NPC471314
Remote Similarity	0.6638	NPC33168
Remote Similarity	0.6623	NPC474858
Remote Similarity	0.6622	NPC148898
Remote Similarity	0.6621	NPC144863
Remote Similarity	0.6621	NPC179825
Remote Similarity	0.6621	NPC321505
Remote Similarity	0.6621	NPC191376
Remote Similarity	0.6618	NPC257390
Remote Similarity	0.6617	NPC29477
Remote Similarity	0.6613	NPC21890
Remote Similarity	0.661	NPC289381
Remote Similarity	0.661	NPC155847
Remote Similarity	0.6609	NPC5472
Remote Similarity	0.6607	NPC220893
Remote Similarity	0.6601	NPC233650
Remote Similarity	0.66	NPC146288
Remote Similarity	0.6599	NPC274026
Remote Similarity	0.6593	NPC283079
Remote Similarity	0.6593	NPC124802
Remote Similarity	0.6589	NPC14950
Remote Similarity	0.6585	NPC474272
Remote Similarity	0.6585	NPC273837
Remote Similarity	0.6577	NPC89377
Remote Similarity	0.6575	NPC135538
Remote Similarity	0.6575	NPC476571
Remote Similarity	0.6575	NPC428
Remote Similarity	0.6575	NPC24233
Remote Similarity	0.6575	NPC147390
Remote Similarity	0.6575	NPC246587
Remote Similarity	0.6574	NPC283012
Remote Similarity	0.6574	NPC329319
Remote Similarity	0.6574	NPC103326
Remote Similarity	0.6574	NPC99394

Drug Structure

NPD4572 OpenBabel08211705262D 23 26 0 0 1 0 0 0 0 0999 V2000 -0.3977 0.1770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3571 -1.4247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0953 -2.7305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1110 -0.9894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3571 -2.2952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3414 -2.2952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8493 -2.2952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8649 -1.4247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1110 -2.7305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4908 -1.6410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6999 -1.6410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1023 -0.0143 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7482 -0.8096 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1528 0.9266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7908 -0.5064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0136 -1.8037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0953 -1.3498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7013 0.7583 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0944 -1.0287 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8169 0.3637 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.9979 -0.0626 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 -1.6122 0.7178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 13 1 0 0 0 0 13 19 1 0 0 0 0 14 18 1 0 0 0 0 14 20 1 0 0 0 0 15 19 1 0 0 0 0 15 20 1 0 0 0 0 16 21 1 0 0 0 0 17 21 1 0 0 0 0 18 12 1 1 0 0 0 18 22 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001121
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	441353
ChEBI
CAS Number

Drug Properties

Molecular Weight	307.19
ALogP	-1.3922
MLogP	3.55
XLogP	6.849
HDA	2
HBD	0
Rotatable Bonds	5
TPSA	12.47
RO5 Violation	1