NPASS drugs

Drug Information

Drug ID:	NPD4581
Drug Name:
Molecular Formula:	C21H25NO4
Canonical SMILES:	OCCOc1c2ccccc2c(c2c1cccc2)CNC(CO)(CO)C
Standard InCHI:	InChI=1S/C21H25NO4/c1-21(13-24,14-25)22-12-19-15-6-2-4-8-17(15)20(26-11-10-23)18-9-5-3-7-16(18)19/h2-9,22-25H,10-14H2,1H3
Standard InCHIKey:	JPCHHZXQVHSGGC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4581

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	167
0.1-0.2	1040
0.2-0.3	3085
0.3-0.4	8975
0.4-0.5	3738
0.5-0.6	9498
0.6-0.7	3885
0.7-0.8	457
0.8-0.85	43
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	0.858	NPC195392
High Similarity	0.8553	NPC79328
Intermediate Similarity	0.8405	NPC209377
Intermediate Similarity	0.8375	NPC29647
Intermediate Similarity	0.8354	NPC56887
Intermediate Similarity	0.8354	NPC223077
Intermediate Similarity	0.8354	NPC193853
Intermediate Similarity	0.8272	NPC7393
Intermediate Similarity	0.8242	NPC476573
Intermediate Similarity	0.8242	NPC35627
Intermediate Similarity	0.8242	NPC81247
Intermediate Similarity	0.8232	NPC233650
Intermediate Similarity	0.8224	NPC318591
Intermediate Similarity	0.8224	NPC231163
Intermediate Similarity	0.8193	NPC210140
Intermediate Similarity	0.8182	NPC134858
Intermediate Similarity	0.8171	NPC475754
Intermediate Similarity	0.8148	NPC126519
Intermediate Similarity	0.8148	NPC203784
Intermediate Similarity	0.8148	NPC170503
Intermediate Similarity	0.8137	NPC2295
Intermediate Similarity	0.8137	NPC477564
Intermediate Similarity	0.8107	NPC66341
Intermediate Similarity	0.8107	NPC192135
Intermediate Similarity	0.8107	NPC477020
Intermediate Similarity	0.8095	NPC26240
Intermediate Similarity	0.8095	NPC69712
Intermediate Similarity	0.8095	NPC477562
Intermediate Similarity	0.8084	NPC150879
Intermediate Similarity	0.8075	NPC114124
Intermediate Similarity	0.8061	NPC60186
Intermediate Similarity	0.8049	NPC221864
Intermediate Similarity	0.8023	NPC474507
Intermediate Similarity	0.8012	NPC76213
Intermediate Similarity	0.8012	NPC148709
Intermediate Similarity	0.8012	NPC173416
Intermediate Similarity	0.8012	NPC277669
Intermediate Similarity	0.8012	NPC476577
Intermediate Similarity	0.8	NPC230956
Intermediate Similarity	0.8	NPC119649
Intermediate Similarity	0.8	NPC205255
Intermediate Similarity	0.8	NPC207824
Intermediate Similarity	0.8	NPC60538
Intermediate Similarity	0.8	NPC235143
Intermediate Similarity	0.8	NPC271388
Intermediate Similarity	0.7964	NPC169743
Intermediate Similarity	0.7952	NPC79402
Intermediate Similarity	0.7952	NPC80759
Intermediate Similarity	0.7941	NPC475215
Intermediate Similarity	0.7941	NPC108434
Intermediate Similarity	0.7927	NPC186063
Intermediate Similarity	0.7921	NPC117717
Intermediate Similarity	0.7904	NPC124433
Intermediate Similarity	0.7904	NPC293871
Intermediate Similarity	0.7892	NPC166014
Intermediate Similarity	0.7892	NPC27410
Intermediate Similarity	0.7888	NPC219162
Intermediate Similarity	0.7888	NPC92541
Intermediate Similarity	0.787	NPC204947
Intermediate Similarity	0.7866	NPC244112
Intermediate Similarity	0.7866	NPC123323
Intermediate Similarity	0.7853	NPC26601
Intermediate Similarity	0.7829	NPC476575
Intermediate Similarity	0.7826	NPC130941
Intermediate Similarity	0.7816	NPC119068
Intermediate Similarity	0.7816	NPC40496
Intermediate Similarity	0.7811	NPC304659
Intermediate Similarity	0.7811	NPC86144
Intermediate Similarity	0.7798	NPC324144
Intermediate Similarity	0.7798	NPC475393
Intermediate Similarity	0.7791	NPC81733
Intermediate Similarity	0.7791	NPC326316
Intermediate Similarity	0.7784	NPC135772
Intermediate Similarity	0.7778	NPC477565
Intermediate Similarity	0.7778	NPC256124
Intermediate Similarity	0.7778	NPC103379
Intermediate Similarity	0.7778	NPC152212
Intermediate Similarity	0.7771	NPC312918
Intermediate Similarity	0.7771	NPC155442
Intermediate Similarity	0.7771	NPC230276
Intermediate Similarity	0.7771	NPC477561
Intermediate Similarity	0.7771	NPC257269
Intermediate Similarity	0.7771	NPC476574
Intermediate Similarity	0.7765	NPC117188
Intermediate Similarity	0.7765	NPC205421
Intermediate Similarity	0.7765	NPC12053
Intermediate Similarity	0.7765	NPC81218
Intermediate Similarity	0.7765	NPC145832
Intermediate Similarity	0.7765	NPC158376
Intermediate Similarity	0.7765	NPC474931
Intermediate Similarity	0.7765	NPC306555
Intermediate Similarity	0.7764	NPC253883
Intermediate Similarity	0.7764	NPC476151
Intermediate Similarity	0.7764	NPC95075
Intermediate Similarity	0.7764	NPC144863
Intermediate Similarity	0.7764	NPC90844
Intermediate Similarity	0.7751	NPC196447
Intermediate Similarity	0.7751	NPC96603
Intermediate Similarity	0.7751	NPC212794
Intermediate Similarity	0.7751	NPC136508
Intermediate Similarity	0.7751	NPC78222
Intermediate Similarity	0.7751	NPC13504
Intermediate Similarity	0.7751	NPC253043
Intermediate Similarity	0.7751	NPC477563
Intermediate Similarity	0.7751	NPC306843
Intermediate Similarity	0.7722	NPC470925
Intermediate Similarity	0.7716	NPC428
Intermediate Similarity	0.7716	NPC476571
Intermediate Similarity	0.7716	NPC246587
Intermediate Similarity	0.7716	NPC24233
Intermediate Similarity	0.7716	NPC147390
Intermediate Similarity	0.7716	NPC135538
Intermediate Similarity	0.7714	NPC267408
Intermediate Similarity	0.7709	NPC11296
Intermediate Similarity	0.7709	NPC48490
Intermediate Similarity	0.7709	NPC82457
Intermediate Similarity	0.7709	NPC274661
Intermediate Similarity	0.7709	NPC175890
Intermediate Similarity	0.7692	NPC189470
Intermediate Similarity	0.7692	NPC1229
Intermediate Similarity	0.7674	NPC118274
Intermediate Similarity	0.7674	NPC6152
Intermediate Similarity	0.7674	NPC168753
Intermediate Similarity	0.7667	NPC191132
Intermediate Similarity	0.7667	NPC60295
Intermediate Similarity	0.7665	NPC129603
Intermediate Similarity	0.7665	NPC476572
Intermediate Similarity	0.7654	NPC476576
Intermediate Similarity	0.7654	NPC186546
Intermediate Similarity	0.7654	NPC321505
Intermediate Similarity	0.7654	NPC179825
Intermediate Similarity	0.7654	NPC191376
Intermediate Similarity	0.7651	NPC276588
Intermediate Similarity	0.7651	NPC184026
Intermediate Similarity	0.7651	NPC54379
Intermediate Similarity	0.7651	NPC172765
Intermediate Similarity	0.7651	NPC110416
Intermediate Similarity	0.7651	NPC2413
Intermediate Similarity	0.7651	NPC325871
Intermediate Similarity	0.7651	NPC39701
Intermediate Similarity	0.7651	NPC189266
Intermediate Similarity	0.7651	NPC99659
Intermediate Similarity	0.7651	NPC193949
Intermediate Similarity	0.7651	NPC469817
Intermediate Similarity	0.7651	NPC295691
Intermediate Similarity	0.7651	NPC5238
Intermediate Similarity	0.7651	NPC204828
Intermediate Similarity	0.7651	NPC249797
Intermediate Similarity	0.7651	NPC127674
Intermediate Similarity	0.7651	NPC278799
Intermediate Similarity	0.7651	NPC207757
Intermediate Similarity	0.7644	NPC477558
Intermediate Similarity	0.7644	NPC329969
Intermediate Similarity	0.764	NPC145304
Intermediate Similarity	0.764	NPC185838
Intermediate Similarity	0.763	NPC239775
Intermediate Similarity	0.7627	NPC275132
Intermediate Similarity	0.7627	NPC248642
Intermediate Similarity	0.7616	NPC204908
Intermediate Similarity	0.7616	NPC83198
Intermediate Similarity	0.7614	NPC243454
Intermediate Similarity	0.7614	NPC475479
Intermediate Similarity	0.7614	NPC126284
Intermediate Similarity	0.761	NPC188163
Intermediate Similarity	0.761	NPC213206
Intermediate Similarity	0.761	NPC474915
Intermediate Similarity	0.761	NPC328750
Intermediate Similarity	0.7605	NPC160931
Intermediate Similarity	0.7605	NPC37205
Intermediate Similarity	0.7602	NPC268503
Intermediate Similarity	0.7602	NPC250846
Intermediate Similarity	0.7602	NPC256012
Intermediate Similarity	0.7602	NPC240841
Intermediate Similarity	0.7602	NPC42549
Intermediate Similarity	0.7602	NPC317272
Intermediate Similarity	0.76	NPC112575
Intermediate Similarity	0.7598	NPC57036
Intermediate Similarity	0.7598	NPC214116
Intermediate Similarity	0.7584	NPC156576
Intermediate Similarity	0.7578	NPC294249
Intermediate Similarity	0.7576	NPC52475
Intermediate Similarity	0.7574	NPC18402
Intermediate Similarity	0.7571	NPC32413
Intermediate Similarity	0.7571	NPC239584
Intermediate Similarity	0.7571	NPC474506
Intermediate Similarity	0.7561	NPC211296
Intermediate Similarity	0.756	NPC65490
Intermediate Similarity	0.756	NPC40389
Intermediate Similarity	0.756	NPC148014
Intermediate Similarity	0.756	NPC315707
Intermediate Similarity	0.756	NPC78359
Intermediate Similarity	0.7558	NPC298979
Intermediate Similarity	0.7557	NPC23219
Intermediate Similarity	0.7556	NPC22115
Intermediate Similarity	0.7556	NPC275680
Intermediate Similarity	0.7547	NPC314682
Intermediate Similarity	0.7546	NPC16107
Intermediate Similarity	0.7546	NPC106295
Intermediate Similarity	0.7546	NPC51957
Intermediate Similarity	0.7546	NPC476144

Drug Structure

NPD4581 OpenBabel08211705262D 30 32 0 0 0 0 0 0 0 0999 V2000 -1.8660 4.5000 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 2.5981 1.5000 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 2.5981 0.5000 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 1.7321 2.0000 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 1.7321 0.0000 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 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 -0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1340 4.5000 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 -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 -0.0000 2.0000 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 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 N 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 -1.7321 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6340 5.3660 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 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.1340 6.2321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 4 1 0 0 0 0 2 6 2 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 9 1 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 17 1 0 0 0 0 9 18 2 0 0 0 0 10 11 1 0 0 0 0 10 23 1 0 0 0 0 11 26 1 0 0 0 0 12 19 1 0 0 0 0 12 22 1 0 0 0 0 13 21 1 0 0 0 0 13 24 1 0 0 0 0 14 21 1 0 0 0 0 14 25 1 0 0 0 0 15 17 1 0 0 0 0 15 19 2 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 17 20 2 0 0 0 0 18 20 1 0 0 0 0 20 26 1 0 0 0 0 21 22 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009470
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	125301
ChEBI
CAS Number

Drug Properties

Molecular Weight	355.18
ALogP	-1.7428
MLogP	3.22
XLogP	3.312
HDA	4
HBD	4
Rotatable Bonds	12
TPSA	81.95
RO5 Violation	0