NPASS drugs

Drug Information

Drug ID:	NPD3019
Drug Name:	Estrone
Molecular Formula:	C18H22O2
Canonical SMILES:	Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C
Standard InCHI:	"InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1"
Standard InCHIKey:	DNXHEGUUPJUMQT-CBZIJGRNSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3019

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	66733
0.1-0.2	137389
0.2-0.3	7425
0.3-0.4	116
0.4-0.5	28
0.5-0.6	15
0.6-0.7	25
0.7-0.8	4
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	5

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC190501
High Similarity	1.0	NPC318552
High Similarity	1.0	NPC144109
High Similarity	1.0	NPC114161
High Similarity	1.0	NPC611728
Intermediate Similarity	0.7547	NPC15127
Intermediate Similarity	0.7069	NPC30491
Intermediate Similarity	0.7069	NPC262936
Intermediate Similarity	0.7069	NPC529167
Remote Similarity	0.6897	NPC252343
Remote Similarity	0.6897	NPC325928
Remote Similarity	0.6897	NPC602434
Remote Similarity	0.678	NPC317807
Remote Similarity	0.6607	NPC322753
Remote Similarity	0.6552	NPC542506
Remote Similarity	0.6441	NPC498325
Remote Similarity	0.6271	NPC48342
Remote Similarity	0.6271	NPC294638
Remote Similarity	0.6271	NPC328831
Remote Similarity	0.6271	NPC164649
Remote Similarity	0.6271	NPC290287
Remote Similarity	0.6271	NPC601860
Remote Similarity	0.6271	NPC609599
Remote Similarity	0.623	NPC220771
Remote Similarity	0.6167	NPC271867
Remote Similarity	0.6167	NPC137249
Remote Similarity	0.6167	NPC129330
Remote Similarity	0.6066	NPC72232
Remote Similarity	0.6	NPC77569
Remote Similarity	0.6	NPC214224
Remote Similarity	0.6	NPC142198
Remote Similarity	0.6	NPC324264
Remote Similarity	0.6	NPC603451
Remote Similarity	0.6	NPC609551
Remote Similarity	0.5968	NPC99734
Remote Similarity	0.5968	NPC319149
Remote Similarity	0.5968	NPC611911
Remote Similarity	0.5938	NPC320074
Remote Similarity	0.5873	NPC68723
Remote Similarity	0.5873	NPC265677
Remote Similarity	0.5846	NPC21216
Remote Similarity	0.5846	NPC611951
Remote Similarity	0.5672	NPC493312
Remote Similarity	0.5588	NPC592590
Remote Similarity	0.5574	NPC319905
Remote Similarity	0.5342	NPC532646
Remote Similarity	0.5342	NPC572559
Remote Similarity	0.507	NPC122548
Remote Similarity	0.5067	NPC493067

Drug Structure

NPD3019 OpenBabel08211702562D 21 24 0 0 1 0 0 0 0 0999 V2000 -0.0003 1.0031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6774 -2.9028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1907 -1.4501 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8390 -2.4190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3529 -0.9664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6751 -0.9678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6754 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6766 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8382 0.4842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3534 -2.9023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5156 -2.4186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1910 -2.4181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5153 -1.4506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6769 -0.9669 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8387 -1.4511 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0003 -0.9674 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8384 0.4837 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0291 -2.9015 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8390 1.4837 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5124 -2.0634 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 4 1 0 0 0 0 2 11 1 0 0 0 0 3 5 1 0 0 0 0 3 12 2 0 0 0 0 5 13 2 0 0 0 0 6 7 1 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 9 1 0 0 0 0 9 18 1 0 0 0 0 10 11 2 0 0 0 0 10 12 1 0 0 0 0 11 13 1 0 0 0 0 12 19 1 0 0 0 0 13 14 1 0 0 0 0 14 8 1 6 0 0 0 14 15 1 0 0 0 0 15 4 1 1 0 0 0 15 16 1 0 0 0 0 16 18 1 6 0 0 0 17 18 1 0 0 0 0 17 20 2 0 0 0 0 18 1 1 6 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001020
DrugBank	DB00655
ChEMBL	CHEMBL1405
IUPHAR/BPS	2818
PharmaGKB	PA449512
KEGG Drug	D00067
PubChem CID	5870
ChEBI	17263
CAS Number	53-16-7

Drug Properties

Molecular Weight	270.16
ALogP	0.0998
MLogP	3.22
XLogP	4.039
HDA	1
HBD	1
Rotatable Bonds	2
TPSA	37.3
RO5 Violation	0