NPASS drugs

Drug Information

Drug ID:	NPD6211
Drug Name:
Molecular Formula:	C25H25NO5
Canonical SMILES:	CCO[C@H](C(=O)O)Cc1ccc(cc1)OCCN1c2ccccc2Oc2c1cccc2
Standard InCHI:	InChI=1S/C25H25NO5/c1-2-29-24(25(27)28)17-18-11-13-19(14-12-18)30-16-15-26-20-7-3-5-9-22(20)31-23-10-6-4-8-21(23)26/h3-14,24H,2,15-17H2,1H3,(H,27,28)/t24-/m0/s1
Standard InCHIKey:	WMUIIGVAWPWQAW-DEOSSOPVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6211

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	182
0.1-0.2	951
0.2-0.3	3410
0.3-0.4	9006
0.4-0.5	3317
0.5-0.6	12013
0.6-0.7	1972
0.7-0.8	39
0.8-0.85	0
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	0.7672	NPC314948
Intermediate Similarity	0.7579	NPC478049
Intermediate Similarity	0.7371	NPC56635
Intermediate Similarity	0.7313	NPC127996
Intermediate Similarity	0.7296	NPC311357
Intermediate Similarity	0.7287	NPC262725
Intermediate Similarity	0.7268	NPC288110
Intermediate Similarity	0.7222	NPC473422
Intermediate Similarity	0.7184	NPC222046
Intermediate Similarity	0.7181	NPC469829
Intermediate Similarity	0.7179	NPC17677
Intermediate Similarity	0.7151	NPC474815
Intermediate Similarity	0.7135	NPC168750
Intermediate Similarity	0.7109	NPC471513
Intermediate Similarity	0.7108	NPC470392
Intermediate Similarity	0.7097	NPC220560
Intermediate Similarity	0.7095	NPC301163
Intermediate Similarity	0.7088	NPC314861
Intermediate Similarity	0.7081	NPC148124
Intermediate Similarity	0.7069	NPC132771
Intermediate Similarity	0.7062	NPC471825
Intermediate Similarity	0.7059	NPC116178
Intermediate Similarity	0.7052	NPC247298
Intermediate Similarity	0.7043	NPC290069
Intermediate Similarity	0.7033	NPC99724
Intermediate Similarity	0.7028	NPC248903
Intermediate Similarity	0.7028	NPC473458
Intermediate Similarity	0.7027	NPC73280
Intermediate Similarity	0.7024	NPC217903
Intermediate Similarity	0.7024	NPC30749
Intermediate Similarity	0.7021	NPC85613
Intermediate Similarity	0.7016	NPC276674
Intermediate Similarity	0.7016	NPC33902
Intermediate Similarity	0.7015	NPC195787
Intermediate Similarity	0.7015	NPC246140
Intermediate Similarity	0.7011	NPC196091
Intermediate Similarity	0.701	NPC471532
Intermediate Similarity	0.7	NPC476475
Intermediate Similarity	0.7	NPC207971
Remote Similarity	0.6995	NPC474059
Remote Similarity	0.6985	NPC471489
Remote Similarity	0.6983	NPC315257
Remote Similarity	0.6981	NPC26928
Remote Similarity	0.6978	NPC158900
Remote Similarity	0.6974	NPC78284
Remote Similarity	0.6973	NPC471604
Remote Similarity	0.6971	NPC245974
Remote Similarity	0.6965	NPC268077
Remote Similarity	0.6963	NPC477397
Remote Similarity	0.6963	NPC315542
Remote Similarity	0.6961	NPC93653
Remote Similarity	0.6947	NPC469831
Remote Similarity	0.6946	NPC329567
Remote Similarity	0.6946	NPC330683
Remote Similarity	0.6943	NPC320088
Remote Similarity	0.6943	NPC477186
Remote Similarity	0.6942	NPC321166
Remote Similarity	0.694	NPC299582
Remote Similarity	0.6923	NPC199737
Remote Similarity	0.6919	NPC193906
Remote Similarity	0.6919	NPC23080
Remote Similarity	0.6919	NPC212850
Remote Similarity	0.6919	NPC83289
Remote Similarity	0.6919	NPC189724
Remote Similarity	0.6915	NPC473460
Remote Similarity	0.6915	NPC127082
Remote Similarity	0.6915	NPC285941
Remote Similarity	0.6897	NPC198160
Remote Similarity	0.6895	NPC288305
Remote Similarity	0.6893	NPC305542
Remote Similarity	0.6891	NPC21425
Remote Similarity	0.689	NPC134702
Remote Similarity	0.6884	NPC5374
Remote Similarity	0.6879	NPC204546
Remote Similarity	0.6875	NPC234772
Remote Similarity	0.6875	NPC471531
Remote Similarity	0.6866	NPC15987
Remote Similarity	0.6848	NPC469479
Remote Similarity	0.6848	NPC24954
Remote Similarity	0.6842	NPC5167
Remote Similarity	0.6842	NPC287588
Remote Similarity	0.6837	NPC473004
Remote Similarity	0.6834	NPC234933
Remote Similarity	0.6829	NPC477160
Remote Similarity	0.6828	NPC474858
Remote Similarity	0.6825	NPC315631
Remote Similarity	0.6818	NPC9373
Remote Similarity	0.6816	NPC214368
Remote Similarity	0.6814	NPC212123
Remote Similarity	0.6813	NPC57512
Remote Similarity	0.6811	NPC473502
Remote Similarity	0.6811	NPC233650
Remote Similarity	0.681	NPC77777
Remote Similarity	0.681	NPC182853
Remote Similarity	0.6806	NPC190461
Remote Similarity	0.6806	NPC472163
Remote Similarity	0.6806	NPC329816
Remote Similarity	0.6804	NPC469830
Remote Similarity	0.6802	NPC477395
Remote Similarity	0.6802	NPC469722
Remote Similarity	0.6798	NPC144691
Remote Similarity	0.6796	NPC212699
Remote Similarity	0.6796	NPC207675
Remote Similarity	0.6792	NPC329830
Remote Similarity	0.6792	NPC118189
Remote Similarity	0.6791	NPC210140
Remote Similarity	0.6791	NPC13249
Remote Similarity	0.6786	NPC473378
Remote Similarity	0.6786	NPC473407
Remote Similarity	0.6779	NPC114468
Remote Similarity	0.6774	NPC134858
Remote Similarity	0.6774	NPC469505
Remote Similarity	0.6774	NPC169743
Remote Similarity	0.6771	NPC220961
Remote Similarity	0.6765	NPC266425
Remote Similarity	0.6751	NPC206109
Remote Similarity	0.6751	NPC114039
Remote Similarity	0.675	NPC71124
Remote Similarity	0.6748	NPC471561
Remote Similarity	0.6746	NPC2905
Remote Similarity	0.6746	NPC45191
Remote Similarity	0.6746	NPC148391
Remote Similarity	0.6741	NPC477393
Remote Similarity	0.674	NPC476580
Remote Similarity	0.674	NPC300329
Remote Similarity	0.6739	NPC57105
Remote Similarity	0.6738	NPC317272
Remote Similarity	0.6738	NPC256012
Remote Similarity	0.6738	NPC42549
Remote Similarity	0.6738	NPC250846
Remote Similarity	0.6738	NPC268503
Remote Similarity	0.6738	NPC240841
Remote Similarity	0.6736	NPC294951
Remote Similarity	0.6736	NPC320394
Remote Similarity	0.6736	NPC473562
Remote Similarity	0.6736	NPC179704
Remote Similarity	0.6735	NPC474904
Remote Similarity	0.6733	NPC470586
Remote Similarity	0.6724	NPC314113
Remote Similarity	0.6723	NPC160378
Remote Similarity	0.672	NPC164608
Remote Similarity	0.6716	NPC87714
Remote Similarity	0.6715	NPC25961
Remote Similarity	0.6714	NPC76478
Remote Similarity	0.6714	NPC7560
Remote Similarity	0.6714	NPC46259
Remote Similarity	0.6712	NPC469450
Remote Similarity	0.6705	NPC260601
Remote Similarity	0.6704	NPC147390
Remote Similarity	0.6704	NPC246587
Remote Similarity	0.6704	NPC24233
Remote Similarity	0.6704	NPC476571
Remote Similarity	0.6704	NPC135538
Remote Similarity	0.6704	NPC428
Remote Similarity	0.6703	NPC475780
Remote Similarity	0.6702	NPC150879
Remote Similarity	0.6702	NPC112336
Remote Similarity	0.6702	NPC474814
Remote Similarity	0.6701	NPC249405
Remote Similarity	0.6701	NPC28510
Remote Similarity	0.67	NPC66909
Remote Similarity	0.67	NPC161804
Remote Similarity	0.6699	NPC268223
Remote Similarity	0.6698	NPC19175
Remote Similarity	0.6687	NPC51345
Remote Similarity	0.6685	NPC320064
Remote Similarity	0.6685	NPC231862
Remote Similarity	0.6685	NPC259576
Remote Similarity	0.6685	NPC221091
Remote Similarity	0.6685	NPC19023
Remote Similarity	0.6684	NPC32154
Remote Similarity	0.6684	NPC473432
Remote Similarity	0.6683	NPC230313
Remote Similarity	0.6683	NPC67904
Remote Similarity	0.6681	NPC477396
Remote Similarity	0.6667	NPC97004
Remote Similarity	0.6667	NPC476069
Remote Similarity	0.6667	NPC112937
Remote Similarity	0.6667	NPC128115
Remote Similarity	0.6667	NPC301501
Remote Similarity	0.6667	NPC161155
Remote Similarity	0.6667	NPC241704
Remote Similarity	0.6667	NPC254700
Remote Similarity	0.6667	NPC32064
Remote Similarity	0.6667	NPC283810
Remote Similarity	0.6667	NPC136951
Remote Similarity	0.6652	NPC469451
Remote Similarity	0.6652	NPC124300
Remote Similarity	0.6652	NPC469452
Remote Similarity	0.6652	NPC291173
Remote Similarity	0.6651	NPC195120
Remote Similarity	0.6651	NPC314270
Remote Similarity	0.6651	NPC223242
Remote Similarity	0.6651	NPC87560
Remote Similarity	0.665	NPC64140
Remote Similarity	0.665	NPC473569
Remote Similarity	0.665	NPC162653
Remote Similarity	0.665	NPC254045
Remote Similarity	0.665	NPC151470
Remote Similarity	0.665	NPC174122

Drug Structure

NPD6211 OpenBabel08211709092D 32 35 0 0 1 0 0 0 0 0999 V2000 10.3923 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 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 -0.8660 -2.5000 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 0.8660 -2.5000 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 -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 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 2.5981 -1.5000 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 7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 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 0.8660 -1.5000 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 -0.0000 -1.0000 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 8.6603 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.6603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 29 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 20 2 0 0 0 0 8 21 2 0 0 0 0 9 22 2 0 0 0 0 10 23 2 0 0 0 0 11 13 1 0 0 0 0 11 18 2 0 0 0 0 12 14 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 26 1 0 0 0 0 16 30 1 0 0 0 0 17 18 1 0 0 0 0 19 30 1 0 0 0 0 20 22 1 0 0 0 0 20 26 1 0 0 0 0 21 23 1 0 0 0 0 21 26 1 0 0 0 0 22 31 1 0 0 0 0 23 31 1 0 0 0 0 24 17 1 6 0 0 0 24 25 1 0 0 0 0 24 29 1 0 0 0 0 25 27 2 0 0 0 0 25 28 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC005196
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	447458
ChEBI
CAS Number

Drug Properties

Molecular Weight	419.17
ALogP	-0.4077
MLogP	3.55
XLogP	5.726
HDA	4
HBD	1
Rotatable Bonds	11
TPSA	68.23
RO5 Violation	1